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

HRID 1786230노트

반응식

HRID 1786230 반응식
[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]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 178426317HCID 178426317, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-240c2c563c7543ad9d8e9928e954eff1
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507729B2

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