Hydrochloric Acid → 4-[2-(N-Benzylimidazol-4-yl)ethyloxy]benzoic acid

HRID 265896Notes

Reaction equation

HRID 265896 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][CH2:14][O:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=2)[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:24][CH:25]=2)[N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18928610Methyl 4-[2-(1-Benzylimidazol-4-yl)ethyloxy]benzoate

Product 1

HCID 158507574-[2-(N-Benzylimidazol-4-yl)ethyloxy]benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the ester 25-4 (170 mg, 0.51 mmol), CH3OH (10 mL), and 1N NaOH (5 mL) was stirred for 20 hours at ambient temperature. The cooled reaction mixture was acidified with 1N HCl (5 mL) and extracted with EtOAc. The EtOAc portion was concentrated to give 25-5 as a gelataneous solid.

Workup

  1. customThe cooled reaction mixture
  2. extractionextracted with EtOAc
  3. concentrationThe EtOAc portion was concentrated

Sources & evidence

ORD record
ord-706bd961279a411c84650ee391878fb9
Source dataset
uspto-grants-1997_07
Patent number
US05648368

Reaction notes

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