Benzoyl chloride → N-(1,1-Dimethyl-2-hydroxyethyl)benzamide

HRID 372841ノート

反応式

HRID 372841 の反応式
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[C:7](Cl)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>ClCCl>[C:7]([NH:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

4

反応物 2

HCID 7412Benzoyl chlorideHCID 118072-Amino-2-methyl-1-propanol

生成物 1

HCID 639965N-(1,1-Dimethyl-2-hydroxyethyl)benzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a 250 ml dichloromethane solution containing 89 g (1.0 mol) 2-amino-2-methyl-1-propanol at 0° was added dropwise with stirring 70 g (0.5 mol) benzoyl chloride in 250 ml dichloromethane. The reaction mixture was warmed to room temperature and stirred for several hours. The 2-amino-2-methyl-1-propanol hydrochloride was removed from the reaction mixture by filtration and was thoroughly washed with dichloromethane. The filtrate and washings were combined and the dichloromethane removed under reduced pressure to afford 67.55 g (0.35 mol), 70%, 2-benzoylamino-2-methyl-1-propanol as a white solid, mp 80°-82°, sublimation at 75° (0.2 mm); ir (KBr) 1630 (c=o) cm-1 ; pmr (CDCl3) δ 1.50 (s, 6H), 3.67 (s, 2H), 5.27 (bs, 1H), 6.92 (bs, 1H) and 7.1 - 8.3 (m, 5H) ppm.

後処理

  1. additionwas added dropwise
  2. customThe 2-amino-2-methyl-1-propanol hydrochloride was removed from the reaction mixture by filtration
  3. washwas thoroughly washed with dichloromethane
  4. customthe dichloromethane removed under reduced pressure

出典と根拠

ORDレコード
ord-952d3c8029414ad9a0aac26dfe0ae5c8
出典データセット
uspto-grants-1978_05
特許番号
US04092420

反応ノート

読み込み中…