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

HRID 1880932ノート

反応式

HRID 1880932 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
80 °C

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-7aa4d6dc42fa4c54a4997808be9e692b
出典データセット
uspto-grants-2012_11
特許番号
US08318727B2

反応ノート

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