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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 589823생성일: 2026년 10월 26일

Water → (1R,2R)-2-(3,4-Difluorophenyl)Cyclopropanecarbonitrile

https://huagongshe.com/reaction/589823

반응식

참여 물질

역할이름HCID투입량
반응물WaterHCID 962—
반응물Diethyl (cyanomethyl)phosphonateHCID 75676—
반응물Potassium tert-butoxideHCID 23665647—
반응물(2S)-2-(3,4-Difluorophenyl)oxiraneHCID 30070539—
용매TolueneHCID 1140—
생성물(1R,2R)-2-(3,4-Difluorophenyl)CyclopropanecarbonitrileHCID 71766505—

반응 조건

온도75 °C

반응 단계

Potassium t-butoxide (21.5 g) and toluene (150 mL) were charged into a reaction vessel. Diethyl cyanomethylphosphonate (34.8 g) was added to the mixture with stirring and mixture was heated to 70-80° C. Then a mixture of (2S)-2-(3,4-difluorophenyl) oxirane (29 g) in toluene (150 mL) was slowly added to above reaction mass at 75-80° C. over a period of 30 minutes and the mixture was maintained for 11-12 hours for completion of reaction as monitored by TLC. After completion of reaction, mixture was cooled to 25-30° C. and water (300 mL) was added, the layers were separated. The aqueous layer was back extracted with toluene (150 mL). The organic layers were combined and washed with water (300 mL). The combined organic layer was subjected to complete distillation under vacuum at below 55-60° C. to afford the compound which was purified by column chromatography to afford the title compound of about 97% HPLC purity.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09233966B2
출처 데이터셋uspto-grants-2016_01
ORD IDord-906522dcc5d54f8ab5580694cc7af405
출처 메모uspto-grants-2016_01