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

HRID 1475645노트

반응식

HRID 1475645 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a6fd8cf477c248f08935d033f318fe38
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018258B2

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