Potassium Hydroxide → HCID 22916453, compound

HRID 265393Notes

Reaction equation

HRID 265393 reaction equation
[C:1]1([C:7]2[N:8]([CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]3[CH:38]=[CH:37][C:32]([C:33]([O:35]C)=[O:34])=[CH:31][CH:30]=3)[C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+]>CO>[C:1]1([C:7]2[N:8]([CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]3[CH:30]=[CH:31][C:32]([C:33]([OH:35])=[O:34])=[CH:37][CH:38]=3)[C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67707709HCID 67707709, compound

Product 1

HCID 22916453HCID 22916453, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-[4-(2,4,5 triphenylimidazolyl]butyloxy)-benzoate (1.5 g) was dissolved in methanol (50 ml) and treated with 10% potassium hydroxide solution (15 ml) for 0.5 hours. The methanol was removed under reduced pressure and the remaining aqueous was acidified (pH 4) and the pre-cipitate was collected by filtration and recrystallised from methanol to give 4-[4-(2,4,5-triphenylimidazolyl)-butyloxy]-benzoic acid (1.3 g) as white prisms m.p. 202°-203° C.; Found: C, 78.79; H, 5.75; N, 5.81% (C32H28N2O3); Requires: C, 78.66; H, 5.78; N, 5.73%

Workup

  1. customThe methanol was removed under reduced pressure
  2. filtrationthe pre-cipitate was collected by filtration
  3. customrecrystallised from methanol

Sources & evidence

ORD record
ord-4889b8832a204285bc040e3dde72af49
Source dataset
uspto-grants-1997_07
Patent number
US05648373

Reaction notes

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