Category: 202925-07-3

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, A new synthetic method of this compound is introduced below., name: 2-Chloro-1-fluoro-4-methoxybenzene

A mixture of 3-chloro-4-fluoroanisole (2.52 g, 15.7 mmol, 1.0 eq.), silver trifluoroacetate (8.53 g,38.6 mmol, 2.5 eq.), iodine (7.94 g, 31.3 mmol, 2.0 eq.) and chloroform (100 mL) is stirred at r.t. for 16 h. The reaction mixture is filtered through a silica plug on a fritted funnel and rinsed with chloroform. The filtrate is washed successively with an aqueous solution of Na2S2O3, water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel to afford the expected product.

The synthetic route of 202925-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; LABEGUERE, Frederic, Gilbert; HENG, Rama; ALVEY, Luke, Jonathan; AMANTINI, David; BREBION, Franck, Laurent; DE CEUNINCK, Frederic, Andre; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene; PEIXOTO, Christophe; POP-BOTEZ, Iuliana, Ecaterina; VARIN, Marie, Laurence, Claire; (147 pag.)WO2017/211667; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 202925-07-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 202925-07-3 name is 2-Chloro-1-fluoro-4-methoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 47; (2-Amino-6-chloro-pyridin-3-yl)-(4-chloro-5-fluoro-2-methoxy-phenyl)-methanone; A. 5-Chloro-4-fluoro-2-iodoanisole; To a solution of 3-chloro-4-fluoroanisole (4.69 g, Lancaster) in chloroform (250 mL) was added silver trifluoroacetate (23.2 g, Aldrich) followed by iodine (15.8 g, Aldrich) in several portions. The reaction mixture was stirred for 2 hours and filtered through Celite. The filtrate was washed with water, brine, dried and concentrated. The crude product was purified by crystallization from ether/petroleum ether to give 5-chloro-4-fluoro-2-iodoanisole (5.0 g). MS (M+H)+, 285.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-1-fluoro-4-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Bartkovitz, David Joseph; Chu, Xin-Jie; Lovey, Allen John; Wovkulich, Peter Michael; US2006/14708; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 202925-07-3, A common heterocyclic compound, 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, molecular formula is C7H6ClFO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: As a typical experiment, the reaction of the 2-halopyridine (1 mmol), fluorobenzene derivative (2.5 mmol) and PivOK (0.154 g, 1.1 mmol) at 150 C during 16 h in DMA (3 mL) in the presence of PdCl(C3H5)(dppb) (12 mg, 0.02 mmol) (see tables or schemes) under argon affords the arylation product after evaporation of the solvent and filtration on silica gel

The synthetic route of 202925-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boyaala, Rabab; Touzani, Rachid; Guerchais, Veronique; Soule, Jean-Francois; Doucet, Henri; Tetrahedron Letters; vol. 58; 33; (2017); p. 3205 – 3208;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Chloro-1-fluoro-4-methoxybenzene

A mixture of 3-chloro-4-fluoroanisole (2.52 g, 15.7 mmol, 1.0 eq.), silver trifluoroacetate (8.53 g,38.6 mmol, 2.5 eq.), iodine (7.94 g, 31.3 mmol, 2.0 eq.) and chloroform (100 mL) is stirred at r.t. for 16 h. The reaction mixture is filtered through a silica plug on a fritted funnel and rinsed with chloroform. The filtrate is washed successively with an aqueous solution of Na2S2O3, water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel to afford the expected product.

The synthetic route of 202925-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; LABEGUERE, Frederic, Gilbert; HENG, Rama; ALVEY, Luke, Jonathan; AMANTINI, David; BREBION, Franck, Laurent; DE CEUNINCK, Frederic, Andre; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene; PEIXOTO, Christophe; POP-BOTEZ, Iuliana, Ecaterina; VARIN, Marie, Laurence, Claire; (147 pag.)WO2017/211667; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 2-Chloro-1-fluoro-4-methoxybenzene

To 2-chloro-1-fluoro-4-methoxybenzene (5 g) in methylene chloride (30 ml) solution, titanium tetrachloride (5.8 ml) and alpha,alpha-dichloromethylmethylether (2.8 ml) were added under ice cooling, the mixture was stirred at 2C for 11.5 hours, then the reaction solution was poured into ice. Next, the methylene chloride layer was separated, washed with saturated saline, dried over with anhydrous sodium sulfate, and concentrated. The obtained residue was recrystallized from ethylether. The thus obtained 4-chloro-5-fluoro-2-methoxybenzaldehyde (3.41 g) was used instead of the starting material in Reference Example 2, that is, the compound S1, for successively the similar procedure as in Reference Example 2 to Reference Example 6 to obtain the title compound. NMR (CDCl3): delta7.96(1H, s), 7.37(1H, d, J=9.0Hz), 7.06(1H, br), 6.96(1H, d, J=5.9Hz), 4.33(2H, d, J=6.1Hz), 3.84(3H, s) MS: 378(M+Na)+

The synthetic route of 2-Chloro-1-fluoro-4-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Asubio Pharma Co., Ltd.; Daiichi Sankyo Company, Limited; EP2025672; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 202925-07-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

2- Chloro-3-fluoro-6-methoxybenzaldehydeTo a solution of 2-chloro-1 -fluoro-4-methoxybenzene (28.5 g, 178 mmol) in i-butyl methyl ether (200 mL, dried over anhydrous MgS04) at -78 C was added 2.5 M n-butyl lithium in hexanes (107 mL, 268 mmol). After 3 h, methyl formate (18.76 mL) was added dropwise while keeping the temperature below -60 C. The reaction mixture was quenched with sat. aq. ammonium chloride (250 mL) after 45 minutes and the organic layer was separated. The aq. layer was extracted with ethyl acetate (2×100 mL), and the combined organic layers were washed with water (200 mL) followed by brine, dried (Na2S04) and concentrated to give a residue which on trituration with hexanes gave solids. The solids were filtered, taken again in hexanes and heated over a steam bath. The mixture was cooled, and the light yellow desired product filtered off and air-dried to give the title compound. 1H NMR (400 MHz, CDCI3): delta = 10.48 (d, J = 0.8 Hz, 1 H), 7.31 (dd, J = 9.4, 7.8 Hz, 1 H), 6.88 (dd, J = 7.8, 3.8 Hz, 1 H), 3.92 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-1-fluoro-4-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 202925-07-3, The chemical industry reduces the impact on the environment during synthesis 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, I believe this compound will play a more active role in future production and life.

10385] 1.5 g of2-methoxy-6,7,8,9-tetrahydro-5H-benzo[7] annulen-5-one were initially charged in 12 ml of THF, 2.8 g of sodium tert-butoxide, 1.20 ml of 2-chloro- 1 -fluoro-4-meth- oxybenzene and 135 mg of allylchloro[1 ,3-bis(2,6-diisopro- pylphenyl)imidazol-2-yliden]palladium(II) were added and the mixture was heated in a microwave vessel (pressure vessel) at 120 C. for 90 mm. Two analogous reactions were carried out, and the batches were combined, Water was added, and the THF was removed under reduced pressure. The residue was diluted with ethyl acetate and water, the phases were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with sodium chloride solution, dried over sodium sulphate and concentrated. Purification by column chromatography (hexane/acetone) gave 2.29 g of the title compound. C,9H,9F03 (314.36). MS (ESIpos) mass found: 314.00.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-1-fluoro-4-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Wintermantel, Tim; Moeller, Carsten; Bothe, Ulrich; Nubbemeyer, Reinhard; Zorn, Ludwig; Ter Laak, Antonius; Bohlmann, Rolf; Wortmann, Lars; US2015/80438; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 202925-07-3

A mixture of 3-chloro-4-fluoroanisole (2.52 g, 15.7 mmol, 1.0 eq.), silver trifluoroacetate (8.53 g, 38.6 mmol, 2.5 eq.), iodine (7.94 g, 31.3 mmol, 2.0 eq.) and chloroform (100 mL) is stirred at r.t. for 16h. The reaction mixture is filtered through a silica plug on a fritted funnel and rinsed with chloroform. The filtrate is washed successively with an aqueous solution of Na2S2O3, water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel to afford the expected product

The synthetic route of 2-Chloro-1-fluoro-4-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; LABEGUERE, Frederic, Gilbert; HENG, Rama; DE CEUNINCK, Frederic, Andre; ALVEY, Luke, Jonathan; AMANTINI, David; BREBION, Franck, Laurent; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene; PEIXOTO, Christophe; POP-BOTEZ, Iuliana, Ecaterina; VARIN, Marie, Laurence, Claire; (180 pag.)WO2017/211666; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 202925-07-3, These common heterocyclic compound, 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 3-chloro-4-fluoroanisole (28.5 g, 178 mmol) in i-butyl methyl ether (200 mL, dried over anhydrous MgS04) at -78 C was added 2.5 M n-butyl lithium in hexanes (107 mL, 267.5 mmol). After 3 h, methyl formate (18.76 mL) was added drop-wise while keeping the temperature below -60 C. The reaction mixture was quenched with sat. aq. ammonium chloride (250 mL) after 45 minutes and the organic layer was separated. The aq. layer was extracted with ethyl acetate (2×100 mL) and the combined organic layer was washed with water (200 mL) followed by brine, dried (Na2S04) and concentrated to give a residue which on trituration with hexanes gave solids. The solids were filtered, taken again in hexanes and heated over steam bath. It was cooled, the light yellow desired product filtered and air dried to give the title compound. 1H NMR (400 MHz, CDCI3): delta = 10.48 (d, J = 0.8 Hz, 1 H), 7.31 (dd, J = 9.4, 7.8 Hz, 1 H), 6.88 (dd, J = 7.8, 3.8 Hz, 1 H), 3.92 (s, 3H). 13C NMR (100.6 MHz, CDCI3, DEPT135): delta = 188.36 (+, JCF = 2.4 Hz), 158.01 (Cquart, JCF = 2.0 Hz), 152.73 (Cquart, JCF = 243.0 Hz), 122.87 (Cquart), 122.85 (Cquart, JCF = 18.4 Hz), 121 .01 (+, JCF = 24.5 Hz), 1 10.65 (+, JCF = 6.9 Hz), 56.57 (+).

The synthetic route of 202925-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; JIN, Meizhong; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WANG, Jing; WO2012/158658; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics