Acetic Anhydride → HCID 13228945, compound

HRID 1380555Notes

Reaction equation

HRID 1380555 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:5]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([CH3:19])[CH:13]=2)[C:6]=1[CH2:7][C:8]([OH:10])=[O:9].[C:26](OC(=O)C)(=[O:28])[CH3:27]>N1C=CC=CC=1>[Cl:1][C:2]1[N:3]=[C:4]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:5]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][C:26](=[O:28])[CH3:27])=[C:14]([CH3:19])[CH:13]=2)[C:6]=1[CH2:7][C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13228938HCID 13228938, compound

Product 1

HCID 13228945HCID 13228945, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Chloro-1-(4-hydroxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid (1.1 g) was dissolved in 10 ml of pyridine, then 2 ml of acetic anhydride was added, and the mixture was stirred at room temperature for 2 hours and evaporated to dryness under reduced pressure. The residue was purified by column chromatography using 20 g of silica gel. The desired fractions were combined and evaporated to dryness under reduced pressure and the residue was recrystallized from aqueous ethanol to give 0.7 g of 4-chloro-1-(4-acetoxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid as colorless needles, m.p. 200°-203° C.

Workup

  1. customevaporated to dryness under reduced pressure
  2. customThe residue was purified by column chromatography
  3. customevaporated to dryness under reduced pressure
  4. customthe residue was recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-4b59e09afa08438e8925eb498aac4316
Source dataset
uspto-grants-1986_04
Patent number
US04582847

Reaction notes

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