N-bromobutanimide → 4-(bromomethyl)-N-tert-butyl-2-methoxybenzamide

HRID 536542노트

반응식

HRID 536542 반응식
[C:1]([NH:5][C:6](=[O:16])[C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=1[O:14][CH3:15])([CH3:4])([CH3:3])[CH3:2].[Br:17]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.ClCCl>[Br:17][CH2:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:16])=[C:8]([O:14][CH3:15])[CH:9]=1

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 11435975N-tert-Butyl-2-methoxy-4-methylbenzamide

생성물 1

HCID 674226894-(bromomethyl)-N-tert-butyl-2-methoxybenzamide

시약·촉매·용매 2

HCID 5943Carbon Tetrachloride용매HCID 6344Dichloromethane용매

실험 절차

An amount of 160 mg (0.72 mmol) of the compound from Example 22A was heated under reflux with 129 mg (0.72 mmol) of N-bromosuccinimide and also 12 mg (0.07 mmol) of 2,2′-azobis-2-methylpropanenitrile in 5 ml of carbon tetrachloride for 16 h. After cooling to RT, the mixture was diluted with 10 ml of dichloromethane and washed with 10 ml of water. It was dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude product was subsequently purified by chromatography [Method 8]. This gave 103 mg (47% of theory) of the target compound.

후처리

  1. washwashed with 10 ml of water
  2. dry with materialIt was dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product was subsequently purified by chromatography [Method 8]

출처 및 근거

ORD 기록
ord-ad4281443bf240c49ee3e15572709942
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859601B2

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