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

HRID 2275994

反応式

HRID 2275994 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 2785322-(2-Allylcyclohexylidene)acetic acid収率 100.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-bca6c53f4f0f4891990e6f5fce71df9e
出典データセット
uspto-grants-2015_09
特許番号
US09131688B2

関連ノート

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