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

HRID 536542ノート

反応式

HRID 536542 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 5943Carbon Tetrachloride溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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]

出典と根拠

ORDレコード
ord-ad4281443bf240c49ee3e15572709942
出典データセット
uspto-grants-2014_10
特許番号
US08859601B2

反応ノート

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