Tetrahydrofuran → 1-Cyclohexyl-2,2,2-trifluoroethan-1-ol

HRID 1186364노트

반응식

HRID 1186364 반응식
[F-].[CH2:2]([N+](CCCC)(CCCC)CCCC)[CH2:3][CH2:4]C.[F:19][C:20]([Si](C)(C)C)([F:22])[F:21].[O:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH:30]1([CH:31]([OH:27])[C:20]([F:22])([F:21])[F:19])[CH2:4][CH2:3][CH2:2][CH2:28][CH2:29]1

참가 물질

4

반응물 3

HCID 8028Tetrahydrofuran2회HCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium Fluoride

생성물 1

HCID 109430921-Cyclohexyl-2,2,2-trifluoroethan-1-ol수율 37%

실험 절차

According to Reference Example 8-12, by use of cyclohexylcarbaldehyde (300 mg, 2.67 mmol) dissolved in tetrahydrofuran (6 mL), a 1 mol/L solution of tetrabutylammonium fluoride in tetrahydrofuran (0.534 mL, 0.534 mmol) and (trifluoromethyl)trimethylsilane (0.474 mL, 3.20 mmol), the mixture was stirred and reacted at room temperature for 1.5 hours. Then, purification by preparative thin-layer chromatography (hexane/ethyl acetate=10/1) was performed to give 1-cyclohexyl-2,2,2-trifluoroethanol (Compound DP) (181 mg, yield: 37%).

후처리

  1. customreacted at room temperature for 1.5 hours
  2. customThen, purification by preparative thin-layer chromatography (hexane/ethyl acetate=10/1)

출처 및 근거

ORD 기록
ord-d207a68bb9d147f99e74f4ffa9b4d8a2
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673908B2

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