1-Amino-2-propanol → N-(2-hydroxypropyl)benzamide

HRID 915664ノート

反応式

HRID 915664 の反応式
[NH2:1][CH2:2][CH:3]([OH:5])[CH3:4].CCN(C(C)C)C(C)C.[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl>[OH:5][CH:3]([CH3:4])[CH2:2][NH:1][C:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 41-Amino-2-propanolHCID 7412Benzoyl chlorideHCID 81531Diisopropylethylamine

生成物 1

HCID 10910143N-(2-hydroxypropyl)benzamide収率 83.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Prepare a solution of 1-amino-2-propanol (5.0 g, 66.6 mmol) in methylene chloride (250 mL) at 0° C. under nitrogen. Add Hünig's Base (11.6 mL, 66.6 mmol) followed by benzoyl chloride (7.7 mL, 66.6 mmol). Warm the reaction mixture to room temperature and stir overnight. Wash the solution sequentially with brine (100 mL) and 1M HCl (75 mL), dry (Na2SO4), filter, and concentrate to afford 10.0 g of N-(2-hydroxypropyl)benzamide. MS: m/e=180 (MH+)

後処理

  1. washWash the solution sequentially with brine (100 mL) and 1M HCl (75 mL)
  2. dry with materialdry (Na2SO4)
  3. filtrationfilter
  4. concentrationconcentrate

出典と根拠

ORDレコード
ord-1720d19d049141adb3d8182c3e3dac2d
出典データセット
uspto-grants-2007_09
特許番号
US07265246B2

反応ノート

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