Hydrochloric Acid → HCID 70456445, compound

HRID 544109Notes

Reaction equation

HRID 544109 reaction equation
C([O:3][C:4](=[O:19])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]2[NH:15][CH:16]=[CH:17][N:18]=2)=[CH:9][CH:8]=1)C.C(OCC)(=O)C.[ClH:26]>>[ClH:26].[NH:15]1[CH:16]=[CH:17][N:18]=[C:14]1[CH2:13][C:10]1[CH:9]=[CH:8][C:7]([O:6][CH2:5][C:4]([OH:19])=[O:3])=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 70456159HCID 70456159, compound

Product 1

HCID 70456445HCID 70456445, compound

Procedure

A solution of 4-(1-imidazolylmethyl)phenoxyacetic acid ethyl ester (6.0 g) in concentrated hydrochloric acid (10 ml) was heated at 100° C. for 8 hours and then evaporated to give an oil which solidified on trituration with ethyl acetate. The solid was crystallised twice from aqueous acetonitrile to give 4-(1-imidazolylmethyl)phenoxyacetic acid hydrochloride (4.84 g), m.p. 107°-110° C. Found: C, 50.24, H, 5.31, N, 9.83. C12H12N2O3.HCl.H2O requires: C, 50.28, H, 5.23, N, 9.77%.

Workup

  1. customevaporated
  2. customto give an oil which
  3. customThe solid was crystallised twice from aqueous acetonitrile

Sources & evidence

ORD record
ord-f7f447821fc24213808d15c18473dbac
Source dataset
uspto-grants-1984_05
Patent number
US04448781

Reaction notes

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