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

HRID 54612

반응식

HRID 54612 반응식
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]

참가 물질

5

반응물 3

HCID 4348BenzylethanolamineHCID 8471TriethylamineHCID 79177tert-Butyl bromoacetate

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-21aed8d69531446db839dc358717fabb
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05623049

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