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

HRID 877188노트

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HRID 877188 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 111%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

13.27 g (37.2 mmol, 95% pure) of tert-butyl(+/−)-{4-[(acetyloxy)methyl]phenyl}(cyclopentyl)acetate were dissolved in 117 ml of dichloromethane, the mixture was cooled to 0° C. and 58.4 ml of trifluoroacetic acid were added. The reaction mixture was initially stirred at 0° C. for 1.5 h and then at RT for a further 1.5 h. The mixture was then concentrated under reduced pressure and the residue was dried under high vacuum. The residue was taken up in 50 ml of dichloromethane, and the solution was washed four times with water. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure. Drying under high vacuum gave 11.41 g of the title compound which were used without further purification for the next reaction.

후처리

  1. waitat RT for a further 1.5 h
  2. concentrationThe mixture was then concentrated under reduced pressure
  3. customthe residue was dried under high vacuum
  4. washthe solution was washed four times with water
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customDrying under high vacuum

출처 및 근거

ORD 기록
ord-85362638eb3d43feafcd2d3360908f10
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987256B2

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