Benzylethanolamine → Tert-butyl 2-(benzyl (2-hydroxyethyl)amino)acetate

HRID 54612

反応式

HRID 54612 の反応式
Br[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[CH2:10]([NH:17][CH2:18][CH2:19][OH:20])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C>CN(C)C=O>[C:6]([O:5][C:3](=[O:4])[CH2:2][N:17]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:18][CH2:19][OH:20])([CH3:9])([CH3:8])[CH3:7]

参加物

5

反応物 3

HCID 4348BenzylethanolamineHCID 8471TriethylamineHCID 79177tert-Butyl bromoacetate

生成物 1

HCID 15817339Tert-butyl 2-(benzyl (2-hydroxyethyl)amino)acetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

tert-Butyl bromoacetate (32.3 ml; 0.2 mol) is slowly added dropwise, while cooling in ice, to a solution of N-benzylethanolamine (30.2 g; 0.2 mol) and triethylamine (27.9 ml; 0.2 mol) in anhydrous N,N-dimethylformamide (200 ml). The mixture is stirred at room temperature for 22 h and is then concentrated in vacuo. The residue is subsequently distilled repeatedly with toluene. The resulting oil is taken up in dichloromethane (400 ml) and extracted twice by shaking with water (160 ml on each occasion). The organic phase is dried (magnesium sulphate) and concentrated. Yield: 47.8 g (90%), colourless oil.

後処理

  1. concentrationis then concentrated in vacuo
  2. distillationThe residue is subsequently distilled repeatedly with toluene
  3. extractionextracted twice
  4. stirringby shaking with water (160 ml on each occasion)
  5. dry with materialThe organic phase is dried (magnesium sulphate)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-21aed8d69531446db839dc358717fabb
出典データセット
uspto-grants-1997_04
特許番号
US05623049

関連ノート

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