Hydrochloric Acid → HCID 131713510, compound

HRID 1583971Notes

Reaction equation

HRID 1583971 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=1[CH2:14][C:15]1[NH:16][CH:17]=[CH:18][N:19]=1)C.[ClH:21]>[OH-].[Na+]>[OH2:3].[ClH:21].[NH:16]1[CH:17]=[CH:18][N:19]=[C:15]1[CH2:14][C:8]1[CH:9]=[C:10]([CH3:13])[CH:11]=[CH:12][C:7]=1[O:6][CH2:5][C:4]([OH:20])=[O:3].[NH:16]1[CH:17]=[CH:18][N:19]=[C:15]1[CH2:14][C:8]1[CH:9]=[C:10]([CH3:13])[CH:11]=[CH:12][C:7]=1[O:6][CH2:5][C:4]([OH:20])=[O:3].[ClH:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70478176HCID 70478176, compound

Product 1

HCID 131713510HCID 131713510, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 2-(1-imidazolylmethyl)-4-methyl-phenoxyacetic acid ethyl ester (1.0 g) and 10 ml of 2.5N sodium hydroxide solution was stirred at room temperature overnight. The solution was acidified with dilute hydrochloric acid and evaporated. The residue was extracted with boiling ethanol (2×50 ml) and the extracts were evaporated to give a solid which was crystallised from ethanol/ether to give 2-(1-imidazolylmethyl)-4-methyl-phenoxyacetic acid hydrochloride hemihydrate (0.50 g), m.p. 198°-201° C. Found: C, 53.69, H, 5.26, N, 9.45. C13H14N2O3.HCl.1/2H2O requires: C, 53.52, H, 5.53, N, 9.60%.

Workup

  1. customevaporated
  2. extractionThe residue was extracted with boiling ethanol (2×50 ml)
  3. customthe extracts were evaporated
  4. customto give a solid which
  5. customwas crystallised from ethanol/ether

Sources & evidence

ORD record
ord-6ec63ffd5bfa4143baa484a9ddb6ecf2
Source dataset
uspto-grants-1985_11
Patent number
US04555516

Reaction notes

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