Ethyl bromoacetate → HCID 67549678, compound

HRID 1786238Notes

Reaction equation

HRID 1786238 reaction equation
[OH:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].C(=O)([O-])[O-].[K+].[K+].CCCCCCC>C(OCC)(=O)C>[CH2:15]([O:14][C:12](=[O:13])[CH2:11][N:3]1[CH:4]=[CH:5][CH:6]=[C:7]([O:8][CH3:9])[C:2]1=[O:1])[CH3:16]

Participants

6

Reactant 4

HCID 7748Ethyl bromoacetateHCID 8900HeptaneHCID 11430Potassium CarbonateHCID 178492106HCID 178492106, compound

Product 1

HCID 67549678HCID 67549678, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described for example 320a, 2-hydroxy-3-methoxy-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 white solid (yield: 92%). MS: m/e=212.3[M+H]+.

Sources & evidence

ORD record
ord-d9f8e0146cd1486e80dc7c39ce60eb2b
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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