N-bromobutanimide → 2-(1-Bromo-ethyl)-4-fluoro-benzonitrile

HRID 1406274노트

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HRID 1406274 반응식
[CH2:1]([C:3]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:4]=1[C:5]#[N:6])[CH3:2].[Br:12]N1C(=O)CCC1=O>FC(C1C=CC=CC=1)(F)F.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:12][CH:1]([C:3]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:4]=1[C:5]#[N:6])[CH3:2]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 234392762-Ethyl-4-fluorobenzonitrile

생성물 1

HCID 682096782-(1-Bromo-ethyl)-4-fluoro-benzonitrile수율 93.5%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 7368(Trifluoromethyl)benzene용매

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온도
100 °C

실험 절차

To a solution of 2-ethyl-4-fluoro-benzonitrile (prepared according to WO 07039178, page 116) (1.14 g, 7.6 mmol) in trifluoromethyl-benzene (30 mL) was added N-bromosuccinimide (1.63 g, 9.1 mmol, 1.2 eq.) followed by azobisisobutyronitrile (0.025 g, 0.15 mmol, 0.02 eq.). The mixture was heated to 100° C. for 18 hr under an atmosphere of nitrogen and then cooled to room temperature. The mixture was filtered and filtrate partitioned with aqueous sodium sulphite solution (1M, 20 mL). The organic phase was washed with water (20 mL) and then evaporated under reduced pressure to give the title compound as a beige solid (1.62 g, 93%).

후처리

  1. temperaturecooled to room temperature
  2. filtrationThe mixture was filtered
  3. customfiltrate partitioned with aqueous sodium sulphite solution (1M, 20 mL)
  4. washThe organic phase was washed with water (20 mL)
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-cfb20df412604c48a216f192cf4672dc
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08916593B2

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