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

HRID 558143ノート

反応式

HRID 558143 の反応式
[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]

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-608ce1f1ecf24ddca4176d14c57e28b8
出典データセット
uspto-grants-2011_11
特許番号
US08063035B2

反応ノート

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