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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 64920생성일: 2026년 10월 24일

Water → 2,2-Dimethyl-3-(2-phenyl-vinyl)-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/ko/reaction/64920

반응식

참여 물질

역할이름HCID투입량
반응물WaterHCID 962—
반응물Diethyl benzylphosphonateHCID 14122—
반응물Ethyl 3-formyl-2,2-dimethylcyclopropane-1-carboxylateHCID 566079—
반응물ButyllithiumHCID 178418339—
용매TetrahydrofuranHCID 8028—
용매HexaneHCID 8058—
생성물2,2-Dimethyl-3-(2-phenyl-vinyl)-cyclopropanecarboxylic acid ethyl esterHCID 5448553469.6%

반응 조건

온도-70 °C

반응 단계

22.8 g (0.1 mol) of benzylphosphonic acid diethyl ester were dissolved in 400 ml of absolute tetrahydrofuran and the solution was cooled to -70° C. 0.11 mol of n-butyl-lithium (as a 15% strength solution in hexane) were added dropwise under a counter-current of nitrogen and while stirring well; the mixture was then stirred at -70° C. for a further 15 minutes, and thereafter 18.6 g (0.1 mol) of 2,2-dimethyl-3-formyl-cyclopropanecarboxylic acid ethyl ester were added dropwise at -65° C., again still under nitrogen. The reaction mixture was then allowed to come to room temperature and was stirred further for 3 hours at 25° C. Thereafter, the reaction batch was poured into 2 liters of water and extracted with 600 ml of ether. The ether phase was dried over sodium sulphate and the solvent was then stripped off in vacuo. The oily residue was distilled at 145°-150° C./3 mm Hg. 2,2 -Dimethyl-3-(2-phenyl-vinyl)-cyclopropanecarboxylic acid ethyl ester having a refractive index nD23 of 1.5022 was obtained in 69.6% yield.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04611009
출처 데이터셋uspto-grants-1986_09
ORD IDord-d51ec3015d224f0e8d1942f2149d546a
출처 메모uspto-grants-1986_09