Sodium hydride → HCID 68580572、化合物

HRID 886976ノート

反応式

HRID 886976 の反応式
[CH2:1]([N:8]([CH2:20][CH2:21][OH:22])[C:9](=[O:19])[C:10]1[CH:15]=[CH:14][C:13]([F:16])=[C:12]([Br:17])[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:19])[C:10]2[CH:15]=[CH:14][C:13]([F:16])=[C:12]([Br:17])[C:11]=2[O:22][CH2:21][CH2:20]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 68578370HCID 68578370、化合物

生成物 1

HCID 68580572HCID 68580572、化合物収率 75%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of N-benzyl-3-bromo-2,4-difluoro-N-(2-hydroxyethyl)benzamide (4.57 g, 12.3 mmol) in N,N-dimethylformamide (60 ml) was added under ice-cooling sodium hydride (60%, 593 mg, 14.8 mmol), and the mixture was stirred for 2 hr. The reaction mixture was poured into ice water, and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous sodium sulfate, and 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 (3.23 g, 75.0%) as an oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. 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-383382fc6caf4a6ba285e13632b69d0a
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…