Ethyl bromoacetate → HCID 58771148, compound

HRID 1786240Notes

Reaction equation

HRID 1786240 reaction equation
[OH:1][C:2]1[CH:7]=[C:6](C)[CH:5]=[CH:4][N:3]=1.Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].[C:16](=O)([O-])[O-].[K+].[K+].CCCCCCC>C(OCC)(=O)C>[CH2:14]([O:13][C:11](=[O:12])[CH2:10][N:3]1[CH:4]=[C:5]([CH3:16])[CH:6]=[CH:7][C:2]1=[O:1])[CH3:15]

Participants

6

Reactant 4

HCID 7748Ethyl bromoacetateHCID 8900HeptaneHCID 11430Potassium CarbonateHCID 178428601HCID 178428601, compound

Product 1

HCID 58771148HCID 58771148, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described for example 320a, 2-hydroxy-4-methyl-pyridine was reacted with ethyl bromoacetate and potassium carbonate. Extractive workup followed by chromatography (SiO2, heptane:ethyl acetate=100:0 to 0:100) afforded the title compound as a colorless liquid (yield: 76%). MS: m/e=196.1 [M+H]+.

Sources & evidence

ORD record
ord-0a2631986ac64ab8825363dad33fddaa
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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