Ethyl bromoacetate → (3-Methyl-2-oxo-2H-pyridin-1-yl)-acetic acid ethyl ester

HRID 1786230ノート

反応式

HRID 1786230 の反応式
[OH:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:14]([O:13][C:11](=[O:12])[CH2:10][N:3]1[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]1=[O:1])[CH3:15]

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 178426317HCID 178426317、化合物

生成物 1

HCID 22943407(3-Methyl-2-oxo-2H-pyridin-1-yl)-acetic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-hydroxy-3-methyl-pyridine (4.1 g, 37 mmol), ethyl bromoacetate (5.9 g, 35 mmol) and potassium carbonate (4.9 g, 35 mmol) in DMF (60 ml) was stirred at rt for 16 h. After evaporation of the solvent and extractive workup (ethyl acetate/water) the organic phase was concentrated and chromatographed (SiO2, heptane:ethyl acetate=100:0 to 40:60). The title compound elutes as the second product and was isolated as a colorless liquid (6.1g, 84%). MS: m/e=196.0[M+H]+.

後処理

  1. customAfter evaporation of the solvent and extractive workup (ethyl acetate/water) the organic phase
  2. concentrationwas concentrated
  3. customchromatographed (SiO2, heptane:ethyl acetate=100:0 to 40:60)

出典と根拠

ORDレコード
ord-240c2c563c7543ad9d8e9928e954eff1
出典データセット
uspto-grants-2009_03
特許番号
US07507729B2

反応ノート

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