3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester → HCID 67984108, compound

Participants

Reaction Steps

A solution of methyl 3-cyclopropyl-3-oxopropanoate (0.36 mL, 2.9 mmol) in methanol (8 mL) was cooled to 0°C. and treated with sodium methoxide (0.76 mL of a 25% wt. solution in MeOH). After stirring fo(20 minutes, trans-N-hydroxy-2-phenylcyclopropanecarbimidoyl chloride rac-I-6D (0.57 g, 2.9 mmol) in methanol (0.5 mL) was added dropwise. The reaction mixture was warmed to rt and stirred fo(1 h. The reaction was concentrated in vacuo, diluted with water and extracted with dichloromethane. The aqueous was acidified with 6N HCl to pH=5 and extracted again with dichloromethane. The organics were washed with brine dried over Na2SO4, filtered, concentrated to yield 5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazole-4-carboxylic acid as clear oil which was directly used in the next step without further purification. MS m/z 270.1 (M+1).

Provenance & Evidence