Ethanol → Ethyl 2-((cyclopentylamino)methyl)-2-hydroxybutanoate

HRID 914161노트

반응식

HRID 914161 반응식
[CH2:1]([C:3]1([C:6]([O:8][CH3:9])=[O:7])[CH2:5][O:4]1)[CH3:2].[CH:10]1([NH2:15])[CH2:14][CH2:13][CH2:12][CH2:11]1.[CH2:16](O)C>>[CH:10]1([NH:15][CH2:5][C:3]([OH:4])([CH2:1][CH3:2])[C:6]([O:8][CH2:9][CH3:16])=[O:7])[CH2:14][CH2:13][CH2:12][CH2:11]1

참가 물질

4

반응물 3

HCID 702EthanolHCID 2906CyclopentylamineHCID 57955599Methyl 2-ethyloxirane-2-carboxylate

생성물 1

HCID 57955553Ethyl 2-((cyclopentylamino)methyl)-2-hydroxybutanoate

반응 조건

온도
80 °C

실험 절차

A mixture of methyl 2-ethyloxirane-2-carboxylate (1.9 g, 15 mmol) and cyclopentylamine (2.2 mL, 22 mmol) in ethanol (50 mL) was heated at 80° C. for 3 d. The reaction mixture was then concentrated, diluted to EtOAc, washed by NaHCO3, brine and water. Organic layer was dried, concentrated to give a residue which is used for next step without further purification (2.7 g, 80%). [M+H] calc'd for C12H23NO3, 230. found 230.

후처리

  1. concentrationThe reaction mixture was then concentrated
  2. additiondiluted to EtOAc
  3. washwashed by NaHCO3, brine and water
  4. customOrganic layer was dried
  5. concentrationconcentrated
  6. customto give a residue which
  7. customis used for next step without further purification (2.7 g, 80%)

출처 및 근거

ORD 기록
ord-cb5539efba254010b79327dfd0dde150
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026234B2

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