Category: 75717-77-0

These common heterocyclic compound, 75717-77-0, name is 2,4-Dichlorophenylacetylene, 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. COA of Formula: C8H4Cl2

Was added quinoline (65 ~ 84.5mg, 0.5 ~ 0.65mmol) in a round bottom flask, 2,3-dichlorobenzene acetylene (85mg, 0.5mmol), trifluoromethyl propiolate (114mg, 0.75mmol), cuprous iodide (9.5mg, 10% mol), dichloromethane(5mL) as a solvent, at room temperature for 24 to 30 hours; then spin dry instead of dimethyl sulfoxide as solvent, was added copper bromide (11.2mg, 10% mol), 4- dimethylaminopyridine (12.2mg, 20% mol) 100 ~ 120 after heating the reaction to 18 to 24 hours,After cooling to room temperature with saturated brine and extracted three times with ethyl acetate, the organic layers were spin-dry column chromatography to give the pure productionThereof. As a pale yellow solid. Yield 52%.

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

Reference:
Patent; Shanghai University; Xu, Zhiliang; Chen, Jie; Han, Jing; Zhang, Hui; Cao, Weiguo; (19 pag.)CN105669667; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 75717-77-0 as follows. Product Details of 75717-77-0

General procedure: A solution of 3-azido-1-tert-butyl-3-nitro-azetidine 5 (995 mg, 5 mmol) and substituted acetylene (c-k) (5.25 mmol.) in THF (40 ml) was treated at room temperature by adding a solution of ascorbic acid (440 mg, 2.5 mmol) in water (20 ml), followed by a solution of CuSO4¡¤5H2O (188 mg, 0.75 mmol) in water (10 ml). The reaction mixture was stirred for 2-6 h at room temperature. After the reaction was complete according to TLC, the mixture was diluted with water (20 ml) and extracted with CH2Cl2 (4¡Á20 ml). The organic layer was dried over Na2SO4, the solvent was removed at reduced pressure, and the residue was purified by flash chromatography (EtOAc/n-hexane, 2:3) to give the desired products 6c-k as colorless solids.

According to the analysis of related databases, 75717-77-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dubovis, Mikhail V.; Rudakov, Gennady F.; Kulagin, Alexander S.; Tsarkova, Kseniya V.; Popkov, Sergey V.; Goloveshkin, Alexander S.; Cherkaev, Georgiy V.; Tetrahedron; vol. 74; 6; (2018); p. 672 – 683;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 75717-77-0, name is 2,4-Dichlorophenylacetylene, 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. HPLC of Formula: C8H4Cl2

General procedure: A mixture of 2-bromonicotinaldehyde (9) (1 equiv, 2.68 mmol), the appropriate alkyne (1.2 equiv, 3.22 mmol), Pd(PPh3)2Cl2 (0.04 equiv, 0.11 mmol), CuI (0.07 equiv, 0.20 mmol), Et3N (1.5 equiv, 4.02 mmol), in dry DMF (16 mL), was stirred under argon atmosphere using microwave irradiation at 60C for 20 min. The reaction mixture was cooled to room temperature, quenched with Et2O (200 mL) and the solid filtered off. The organic solution was evaporated to afford a crude residue which was purified by FC (petroleum ether/AcOEt 8:2).

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

Reference:
Article; Dore, Antonio; Asproni, Battistina; Scampuddu, Alessia; Gessi, Stefania; Murineddu, Gabriele; Cichero, Elena; Fossa, Paola; Merighi, Stefania; Bencivenni, Serena; Pinna, Gerard A.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5291 – 5301;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 75717-77-0, 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. 75717-77-0 name is 2,4-Dichlorophenylacetylene, 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.

Weighed 2,4-dichlorobenzyl alkyne compound (81.6mg, 0.5mmol) into the round bottom flask; re-weighed compound 3,4-methylenedioxy-benzyl azide (120mg, 0.68mmol, 1.4eq) into round-bottomed flask; dimethyl sulfoxide (0.2mL); amount of tert-butanol solution (4mL) and H2O (2mL) dropped to the mixture; after five co-catalyst weighed water copper sulfate (390mg); and then said take ascorbic acid sodium salt (290mg). The clarification becomes cloudy, yellow. Was stirred for 5 hours at room temperature, after treatment experiment, ice-water was added with stirring (15mL), the reaction was quenched; (30mL ¡Á 3) and extracted with ethyl acetate; the organic phase was washed with H2O (25mL ¡Á 2), saturated chloride sodium solution (30mL ¡Á 2) and washed; with an appropriate amount, and the organic phase was dried over anhydrous sodium sulfate; filtered andAnd concentrated to a solid, brown, purified by column chromatography [the V (dichloromethane) :V (petroleum ether) = 1: 1] to give a white solid 125.0 mg,Yield 75%

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

Reference:
Patent; Changzhou University; Chen, Xi; Liang, Cuirong; Yang, Qinghong; Ren, Jie; Jin, Guihua; Huang, Qianhui; Xu, Yuanyuan; Hu, Kun; (32 pag.)CN105440020; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics