Trifluoroacetic acid → 3-(4-Bromophenethoxy)propanoic acid

HRID 2234183노트

반응식

HRID 2234183 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]([O:15]C(C)(C)C)=[O:14])=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 69136052tert-Butyl 3-[2-(4-bromophenyl)ethoxy]propanoate

생성물 1

HCID 687011183-(4-Bromophenethoxy)propanoic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

tert-Butyl 3-[2-(4-bromophenyl)ethoxy]propanoate (Example 10a), 1.0 g) was dissolved in dichloromethane (10 mL) and treated with trifluoroacetic acid (2.5 mL). The mixture was stirred at room temperature for 3 hours, then concentrated in vacuo and azeotroped with dichloromethane (2×10 mL). The residue was taken up in dichlormethane (10 mL) and extracted with 1M sodium hydroxide (20 mL). The basic layer was washed with dichloromethane (20 mL) then acidified with 2M hydrochloric acid. The acidic layer was extracted with dichloromethane (2×20 mL). The organic layers were combined, washed with brine, dried over anhydrous magnesium sulphate, filtered and concentrated to yield the sub-titled compound (0.81 g) as an oil.

후처리

  1. concentrationconcentrated in vacuo
  2. customazeotroped with dichloromethane (2×10 mL)
  3. extractionextracted with 1M sodium hydroxide (20 mL)
  4. washThe basic layer was washed with dichloromethane (20 mL)
  5. extractionThe acidic layer was extracted with dichloromethane (2×20 mL)
  6. washwashed with brine
  7. dry with materialdried over anhydrous magnesium sulphate
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-59b6ceb15f334207ace7b83cf3b82435
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709511B2

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