반응 #82890

ord-21aed8d69531446db839dc358717fabb

반응 방정식

CC(C)(C)OC(=O)CBr
tert-Butyl bromoacetate
OCCNCc1ccccc1
N-benzylethanolamine
CCN(CC)CC
triethylamine
CC(C)(C)OC(=O)CN(CCO)Cc1ccccc1
N-Benzyl-N-(2-hydroxyethyl)-glycine tert-butyl ester

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축is then concentrated in vacuo
  2. 2
    workup.DISTILLATIONThe residue is subsequently distilled repeatedly with toluene
  3. 3
    추출extracted twice
  4. 4
    workup.STIRRINGby shaking with water (160 ml on each occasion)
  5. 5
    건조The organic phase is dried (magnesium sulphate)
  6. 6
    농축concentrated

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05623049uspto-grants-1997_04