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HRID 471425생성일: 2026년 10월 27일

Sodium hydride → rac-ethyl (1R,2R)-2-(4-methoxyphenyl)cyclopropane-1-carboxylate

https://huagongshe.com/reaction/471425

반응식

참여 물질

역할이름HCID투입량
반응물Sodium hydrideHCID 24758—
반응물Sulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
반응물Ethyl 4-methoxycinnamateHCID 74728—
용매Dimethyl SulfoxideHCID 679—
용매WaterHCID 962—
생성물rac-ethyl (1R,2R)-2-(4-methoxyphenyl)cyclopropane-1-carboxylateHCID 81808226.8%

반응 단계

Trimethylsulfoxonium iodide (14.15 g, 63 mmol) is suspended in dry DMSO (126 mL) and Sodium hydride (60% in mineral oil, 2.52 g, 63 mmol) is added. The mixture is stirred for 40 minutes and then a solution of 4-methoxycinnamic acid ethyl ester (5 g, 24.2 mmol) in dry DMSO (64 mL) is added and the mixture stirred for 3 hours at room temperature. The mixture is diluted with water and extracted with ethyl acetate, the organic phase is dried by passing through a phase seperator and the solvent is removed under vacuum. The residue is purified by flash chromatography (10% ethyl acetate in cyclohexane) to give the title compound (yield 1.43 g).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08633182B2
출처 데이터셋uspto-grants-2014_01
ORD IDord-18e8175939e444b8b598cd845679290a
출처 메모uspto-grants-2014_01