Sodium hydride → 4-benzyl-6-bromo-3,4-dihydro-1,4-benzoxazepine-5 (2H)-one

HRID 886889ノート

反応式

HRID 886889 の反応式
[CH2:1]([N:8]([CH2:19][CH2:20][OH:21])[C:9](=[O:18])[C:10]1[C:15]([Br:16])=[CH:14][CH:13]=[CH:12][C:11]=1F)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+]>CN(C)C=O>[CH2:1]([N:8]1[C:9](=[O:18])[C:10]2[C:15]([Br:16])=[CH:14][CH:13]=[CH:12][C:11]=2[O:21][CH2:20][CH2:19]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 68578409N-benzyl-6-bromo-2-fluoro-N-(2-hydroxyethyl)benzamide

生成物 1

HCID 685778484-benzyl-6-bromo-3,4-dihydro-1,4-benzoxazepine-5 (2H)-one収率 33.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of N-benzyl-6-bromo-2-fluoro-N-(2-hydroxyethyl)benzamide (15.5 g, 44.0 mmol) in N,N-dimethylformamide (200 ml) was added sodium hydride (60%, 2.29 g, 57.2 mmol) under ice-cooling, and the mixture was stirred for 1 hr under ice-cooling. The reaction mixture was poured into ice water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give the desired product (4.94 g, 33.8%) as an oil.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-cbb202ad0395452bb16abf7563e7c748
出典データセット
uspto-grants-2012_08
特許番号
US08247403B2

反応ノート

読み込み中…