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

HRID 259094ノート

反応式

HRID 259094 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 roome 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. temperatureThe reaction mixture was warmed
  3. customThe 2-amino-2-methyl-1-propanol hydrochloride was removed from the reaction mixture by filtration
  4. washwas thoroughly washed with dichloromethane
  5. customthe dichloromethane removed under reduced pressure

出典と根拠

ORDレコード
ord-3d534a8e6e624c878b542cd2fafca52c
出典データセット
uspto-grants-1977_07
特許番号
US04036843

反応ノート

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