Trifluoroacetic acid → 2-(2-Allylcyclohexylidene)acetic acid

HRID 2275994

반응식

HRID 2275994 반응식
[CH2:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[CH:10][C:11]([O:13]C(C)(C)C)=[O:12])[CH:2]=[CH2:3].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[CH:10][C:11]([OH:13])=[O:12])[CH:2]=[CH2:3]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 89650211Tert-butyl 2-(2-allylcyclohexylidene)acetate

생성물 1

HCID 2785322-(2-Allylcyclohexylidene)acetic acid수율 100.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 2-(2-allylcyclohexylidene)acetate (1.00 g, 4.230 mmol) in dichloromethane (40 mL) at room temperature was added trifluoroacetic acid (0.688 mL, 8.883 mmol) and the solution was stirred at room temperature overnight. The solvent was then evaporated and excess of trifluoroacetic acid was removed by co-evaporation with toluene, giving 2-(2-allylcyclohexylidene)acetic acid (768 mg, 100%) as a colorless oil; 1H NMR (400 MHz, CDCl3) 5.59 (1H, m), 5.46 (1H, s), 4.82 (2H, m), 3.36 (1H, m), 2.19 (1H, m), 2.12 (2H, m), 1.93 (1H, m), 1.71 (1H, m), 1.61 (1H, m), 1.55 (1H, m), 1.47 (2H, m), 1.22 (1H, m).

후처리

  1. customThe solvent was then evaporated and excess of trifluoroacetic acid
  2. customwas removed by co-evaporation with toluene

출처 및 근거

ORD 기록
ord-bca6c53f4f0f4891990e6f5fce71df9e
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09131688B2

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