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ChemicalBook CAS DataBase List 5-(CHLOROMETHYL)-3-(4-METHOXYPHENYL)ISOXAZOLE

5-(CHLOROMETHYL)-3-(4-METHOXYPHENYL)ISOXAZOLE synthesis

4synthesis methods
-

Yield:325744-41-0 349 mg

Reaction Conditions:

with triethylamine at 20; for 1 h;

Steps:

Synthesis of compounds 5a-l (General procedure). Method I.

General procedure: A drop of pyridine and then NCS (294 mg,2.2 mmol) with stirring were added to a suspension ofoxime 1 (2 mmol) in DCP (5 ml). Dissolution of the NCStook place, followed by precipitation of succinimide. Themixture was stirred at room temperature for 30 min, thenheated to 40° for 3-24 h (TLC control). A solution ofEt3N (455 mg, 4.5 mmol) in DCP (1 ml) was added withvigorous stirring to the mixture at room temperature.Heating of the mixture and precipitation occurred. Thereaction mixture was stirred for 1 h, DCP was distilled offunder reduced pressure, and the target compound wasisolated by flash chromatography on silica gel, eluentCH2Cl2 or CHCl3, Rf 0.6-0.8.

References:

Kondrashov, Evgeniy V.;Shatokhina, Nina S. [Chemistry of Heterocyclic Compounds,2019,vol. 55,# 12,p. 1228 - 1232][Khim. Geterotsikl. Soedin.,2019,vol. 55,# 12,p. 1228 - 1232,5]