Trifluoroacetic acid → [4-(Acetoxymethyl)phenyl](cyclopentyl)acetic acid

HRID 1475645ノート

反応式

HRID 1475645 の反応式
[C:1]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([CH:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[C:13]([O:15]C(C)(C)C)=[O:14])=[CH:8][CH:7]=1)(=[O:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([CH:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[C:13]([OH:15])=[O:14])=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 58136319Tert-butyl [4-(acetoxymethyl)phenyl](cyclopentyl)acetate

生成物 1

HCID 58136423[4-(Acetoxymethyl)phenyl](cyclopentyl)acetic acid収率 91%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

11.70 g (35.19 mmol) of tert-butyl [4-(acetoxymethyl)phenyl](cyclopentyl)acetate were dissolved in 108.5 ml of dichloromethane, the mixture was cooled to 0° C. and 39.2 ml of trifluoroacetic acid were added. The reaction mixture was stirred first at 0° C. for 1.5 h and then at RT for 1.5 h and then concentrated under reduced pressure. The residue was taken up in 50 ml of dichloromethane and the solution was washed four times with in each case 30 ml of water. The organic phase was dried over magnesium sulphate and concentrated under reduced pressure and the residue was dried under high vacuum. This gave 9.83 g of the target compound as a crude product (about 90% pure, yield 91% of theory).

後処理

  1. waitat RT for 1.5 h
  2. concentrationconcentrated under reduced pressure
  3. washthe solution was washed four times with in each case 30 ml of water
  4. dry with materialThe organic phase was dried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customthe residue was dried under high vacuum

出典と根拠

ORDレコード
ord-a6fd8cf477c248f08935d033f318fe38
出典データセット
uspto-grants-2015_04
特許番号
US09018258B2

反応ノート

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