Hydrochloric Acid → HCID 131713510, compound

HRID 544107Notes

Reaction equation

HRID 544107 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 2.5 N 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-478478c213964623b3d1dd9a0296f2a8
Source dataset
uspto-grants-1984_05
Patent number
US04448781

Reaction notes

Loading…