Ethyl bromoacetate → Methyl {2-[(benzyloxy)methyl]aziridin-1-yl}acetate

HRID 2109845노트

반응식

HRID 2109845 반응식
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:12][NH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)C(C)C)(C)C.Br[CH2:23][C:24]([O:26][CH2:27]C)=[O:25]>ClCCl>[CH2:1]([O:8][CH2:9][CH:10]1[CH2:12][N:11]1[CH2:23][C:24]([O:26][CH3:27])=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 81531DiisopropylethylamineHCID 866027862-[(Benzyloxy)methyl]aziridine

생성물 1

HCID 57634653Methyl {2-[(benzyloxy)methyl]aziridin-1-yl}acetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a cold (−78° C.) solution of 2-[(benzyloxy)methyl]aziridine (0.42 g, 2.57 mmol) and N,N-diisopropylethylamine (0.5 mL, 2.90 mmol) in dichloromethane (15 mL) under an atmosphere of nitrogen, ethyl bromoacetate (0.39, 2.5 mmol) was added over a period of 1 h. The resultant mixture was allowed to slowly warm up to room temperature and stirred overnight. The resultant mixture was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with a mixture of 70% ethyl acetate in hexane. Collection and concentration of appropriate fractions provided the title compound.

후처리

  1. washThe resultant mixture was washed with brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. additionThe residue was subjected to column chromatography on silica gel eluting with a mixture of 70% ethyl acetate in hexane
  6. customCollection and concentration of appropriate fractions

출처 및 근거

ORD 기록
ord-05619cf4335748e0b8826f7da7a75642
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517532B2

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