N-(1-(2-Bromo-4-fluorophenyl)ethyl)-2,2-difluoroacetamide → N-(1-(2-Bromo-4-fluorophenyl)ethyl)-2,2-difluoroethanamine

HRID 558143노트

반응식

HRID 558143 반응식
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]([NH:11][C:12](=O)[CH:13]([F:15])[F:14])[CH3:10]>C1COCC1>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]([NH:11][CH2:12][CH:13]([F:15])[F:14])[CH3:10]

참가 물질

3

반응물 1

HCID 57445093N-(1-(2-Bromo-4-fluorophenyl)ethyl)-2,2-difluoroacetamide

생성물 1

HCID 86640661N-(1-(2-Bromo-4-fluorophenyl)ethyl)-2,2-difluoroethanamine수율 93.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Add borane-THF complex (10.69 mL, 10.7 mmol) to a solution of N-(1-(2-bromo-4-fluorophenyl)ethyl)-2,2-difluoroacetamide (1.06 g, 3.56 mmol) in THF (3 mL). Reflux the mixture for 17 h. Quench with hydrochloric acid (5 N, 8 mL). Stir the solution for 1 h. Add saturated NaHCO3. Dilute the mixture with DCM, wash with water and aqueous saturated sodium chloride. Separate the organic layer and dry over sodium sulfate. Filter and concentrate in vacuo to give the title compound (0.94 g, 93%). MS (ES) m/z 282 [M+1]+.

후처리

  1. temperatureReflux the mixture for 17 h
  2. customQuench with hydrochloric acid (5 N, 8 mL)
  3. additionDilute the mixture with DCM
  4. washwash with water and aqueous saturated sodium chloride
  5. customSeparate the organic layer
  6. dry with materialdry over sodium sulfate
  7. filtrationFilter
  8. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-608ce1f1ecf24ddca4176d14c57e28b8
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063035B2

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