Category: 452-66-4

Reference of 452-66-4,Some common heterocyclic compound, 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, molecular formula is C7H6ClF, 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: Lithium bis(trimethylsilyl)amide (66.8 mg, 0.4 mmol) and cesium fluoride (30.4 mg, 0.2 mmol) were placed in a microwave tube in a glove box. Add 0.4 mL of cyclopentyl methyl ether, Then 2-fluorotoluene (66 muL, 0.60 mmol) and benzonitrile (20 muL, 0.20 mmol) were added separately using a micro syringe. which was taken out from the glove box and refluxed at 110 C for 12 hours. After cooling to room temperature, the reaction was capped and three drops of water were added to quench the reaction. The solvent was removed under reduced pressure and the crude product was purified by column chromatography ( petroleum ether: ethyl acetate = 20:1) to give 2-phenylindole (34.7 mg) , 90% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-1-fluoro-2-methylbenzene, its application will become more common.

Reference:
Patent; Nanjing Tech University; Mao Jianyou; Xu Xinyu; Wang Zhiting; Liu Guoqing; (58 pag.)CN109665984; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, 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. Product Details of 452-66-4

General procedure: Example 3Tandem Borylation/Dehalogenation of 1-Chloro-4-fluoro-3-Substituted- and 1-Bromo-4-fluoro-3-Substituted BenzenesTandem borylation/dehalogenation was also investigated as a strategy for the ortho-borylation of arenes that are substituted with an electron-withdrawing group. The scheme below illustrates the tandem borylation/dehalogenation methodology which was investigated. As discussed above, in the case of arenes that are substituted with an electron-withdrawing group, iridium-catalyzed C-H activation-borylation of the arene is typically governed by steric effects. In tandem borylation/dehalogenation, the substrate can include an electron-withdrawing group and a sacrificial atom (e.g., a halogen such as Cl or Br) positioned para to the electron-withdrawing group, so as to sterically hinder attack of the iridium catalyst at the otherwise sterically favored position meta to the electron-withdrawing group. As a result, iridium-catalyzed C-H activation-borylation of the arene exclusively generates the ortho-borylated (electronic) product. Subsequent dehalogenation can afford exclusively the desired electronic product.[0337] General Procedure for Borylation [0338] In a nitrogen atmosphere glovebox B2Pin2 (140 mg, 0.55 mmol) was weighed into a 20 mL vial containing a magnetic stir bar. [Ir(OMe)cod]2 (6.6 mg, 0.02 mmol) and 4,4?-di-tert-butyl-2,2?-dipyridyl ligand (5.4 mg, 0.02 mmol) were weighed into two separate test tubes, each being diluted with THF (2 mL). The [Ir(OMe)cod]2 solution was transferred into the 20 mL vial containing B2Pin2. This mixture was stirred until a golden yellow clear solution was obtained. The solution containing ligand was transferred into the vial, and the mixture was stirred until it became a dark brown color solution. The substrate (1 mmol) was added to the vial, which was then sealed. The reaction mixture stirred for 24 h at rt, after which the vial was removed from the glovebox. The reaction mixture was passed through a short plug of silica eluting with a 10:1 hexane/EtOAc solution (2×10 mL). The volatiles were removed by rotary evaporation affording the product, which was characterized using standard methodologies. 4-Chloro-1-fluoro-2-methylbenzene was borylated using the general procedure described above. After the workup, a white solid ( ) was obtained (0.173 g, 64%): mp 64-65 C.; 1H NMR (500 MHz, CDCl3) delta 7.49 (dd, J=3.0, 6.5 Hz, 1H), 7.22 (dd, J=2.0, 6.5 Hz, 1H), 2.23 (d, J=2.0 Hz, 3H), 1.34 (s, 12H); 13C NMR (125 MHz, CDCl3) delta 163.9 (d, J=247.5 Hz), 134.2 (d, J=5.7 Hz), 133.4 (d, J=8.5 Hz), 128.4 (d, J=2.9 Hz), 126.6 (d, J=21.9 Hz), 84.1, 24.7, 14.5 (d, J=3.9 Hz); 19F NMR (470 MHz, CDCl3) delta 109.9; 11B NMR (160 MHz, CDCl3) delta 29.8 (br s).

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

Reference:
Patent; Smith, III, Milton R.; Maleczka, JR., Robert E.; Li, Hao; Jayasundara, Chathurika; Oppenheimer, Jossian; Sabasovs, Dmitrijs; US2015/65743; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 452-66-4

4-chloro-2-fluorobenzaldehyde and 5-chloro-2-fluorobenzaldehyde were prepared in an analogous manner from 4-chloro-2-fluorotoluene and 5-chloro-2-fluorotoluene respectively (both supplied by Lancaster Synthesis).

The synthetic route of 452-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Wellcome Foundation; The Regents of the University of California; US5502073; (1996); A;,
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. 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., Formula: C7H6ClF

EXAMPLE 9 N-[(5-Chloro-2-fluorophenyl)methyl]-N-methyl-3-hydroxy-3-phenylpropylamine A mixture of 5-chloro-2-fluorotoluene (2.9 g; prepared by a modified Schiemann reaction on 4-chloro-2-methylaniline), NBS (3.6 g) benzoyl peroxide (100 mg) and carbon tetrachloride (25 ml) was refluxed 2h. The mixture was cooled, filtered and the solvent removed. Distillation gave 5-chloro-2-fluorobenzyl bromide (3 g), b.p. 104/15 mm.

The synthetic route of 452-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; John Wyeth & Brother Limited; US4318909; (1982); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 452-66-4,Some common heterocyclic compound, 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, molecular formula is C7H6ClF, 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.

41 g of acetyl chloride are added to 200 ml of 1,2-dichloroethane and 80 g of AlCl3 while cooling with ice. 72.3 g of 5-chloro-2-fluorotoluene are then added dropwise. The reaction mixture is warmed at 50 for 8 hours and then poured onto ice. The organic phase is washed with water, dried and distilled. Yield: about 50 g of 2-chloro-5-fluoro-4-methylacetophenone, boiling point10: 120-127.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-1-fluoro-2-methylbenzene, its application will become more common.

Reference:
Patent; Bayer Aktiengesellschaft; US4762844; (1988); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics