Water → HCID 20521504, compound

HRID 223506Notes

Reaction equation

HRID 223506 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=2)[C:6]=1[CH2:7][C:8]#N.[OH-:25].[Na+].[OH2:27]>C(O)C>[Cl:1][C:2]1[N:3]=[C:4]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=2)[C:6]=1[CH2:7][C:8]([OH:27])=[O:25]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 13074121HCID 13074121, compound

Product 1

HCID 20521504HCID 20521504, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

1.7 g of 4-chloro-1-(3-methoxybenzyl)-2-phenyl-5-cyanomethylimidazole was boiled in a mixed solution of 20 ml of ethanol and 10 ml of 1 N-sodium hydroxide for 10 hours. The reaction solution was evaporated to dryness under reduced pressure, and the residue was dissolved in 50 ml of water. After washing with 50 ml of chloroform, 10 ml of 1 N-hydrochloric acid was added to the water layer, resulting in the precipitate deposited. The precipitate was dissolved in 20 ml of 90% ethanol, and water was added little by little, thus yielding 1.3 g of 4-chloro-1-(3-methoxybenzyl)-2-phenylimidazole-5-acetic acid as colorless, needle-formed crystals, m.p. 135°-138° C.

Workup

  1. customThe reaction solution was evaporated to dryness under reduced pressure
  2. dissolutionthe residue was dissolved in 50 ml of water
  3. washAfter washing with 50 ml of chloroform, 10 ml of 1 N-hydrochloric acid
  4. additionwas added to the water layer
  5. customresulting in the precipitate

Sources & evidence

ORD record
ord-f9d77497e6024cb79cb56d5bfab7eeb8
Source dataset
uspto-grants-1982_10
Patent number
US04355040

Reaction notes

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