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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 30494생성일: 2026년 10월 24일

Tetrahydrofuran → (2S)-2-ethyl-2-hydroxy-3-methyl-but-3-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

https://huagongshe.com/ko/reaction/30494

반응식

참여 물질

역할이름HCID투입량
반응물TetrahydrofuranHCID 8028—
반응물2-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl esterHCID 11088396—
반응물HCID 178456138HCID 178456138—
생성물(2S)-2-ethyl-2-hydroxy-3-methyl-but-3-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl esterHCID 11530561—

반응 단계

To a solution of 4.200 g of compound (17) as obtained from example 11 (13.27 mmol) in 168 mL tetrahydrofuran were added dropwise at −78° C. 39.8 mL isopropenylmagnesium bromide (19.91 mmol, 1.5 eq). After additional 50 min, the reaction mixture was quenched by addition of 110 mL saturated aqueous ammonium chloride solution, and was extracted twice with 110 mL ethyl acetate. The combined organic phases were washed with 110 mL brine, dried over 15 g sodium sulfate and were filtered. The filter cake was washed with 30 mL ethyl acetate. The organic phase was evaporated to dryness in a rotary evaporator (40° C., 8 mbar) yielding the title compound (4.790 g, 101% by weight, dr=93:7)as a yellow oil.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07423152B2
출처 데이터셋uspto-grants-2008_09
ORD IDord-6fbe219456c14a61bdd0d9f0a5328882
출처 메모uspto-grants-2008_09