Ethyl chloroacetate → HCID 17990698, compound

HRID 1591070Notes

Reaction equation

HRID 1591070 reaction equation
Cl.[N:2]1([CH2:7][CH2:8][O:9][CH2:10][C:11]([OH:13])=[O:12])[CH:6]=[CH:5][N:4]=[CH:3]1.O[CH2:15][CH2:16]N1C=CN=C1.[H-].[Na+].ClCC(OCC)=O>CN(C)C=O>[CH2:15]([O:12][C:11](=[O:13])[CH2:10][O:9][CH2:8][CH2:7][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1)[CH3:16]

Participants

6

Reactant 4

HCID 7751Ethyl chloroacetateHCID 24758Sodium hydrideHCID 74168N-(2-Hydroxyethyl)imidazoleHCID 19766434HCID 19766434, compound

Product 1

HCID 17990698HCID 17990698, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The 5-(imidazol-1-yl)-3-oxa-pentanoic acid-hydrochloride used as the starting material is prepared in the following manner: 1-(2-hydroxyethyl)imidazole (J. Chem. Soc. 1977, 1272) is reacted in the presence of sodium hydride with ethyl chloroacetate in dimethyl formamide to form 5-(imidazol-1-yl)-3-oxa-pentanoic acid-ethyl ester (oil) and the desired acid is obtained from it by heating with 6 N hydrochloric acid.

Workup

  1. customis prepared in the following manner

Sources & evidence

ORD record
ord-68a166e1c27947fb83d8bcbcf95403e9
Source dataset
uspto-grants-1993_04
Patent number
US05206253

Reaction notes

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