Potassium Hydroxide → HCID 53792932, compound

HRID 2081874Notes

Reaction equation

HRID 2081874 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26]([C:33]([O:35]C)=[O:34])=[CH:25][CH:24]=2)[C:7](/[CH:10]=[C:11](\[CH2:16][C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)/[C:12]([O:14]C)=[O:13])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].[OH-].[K+]>C(O)C.O>[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26]([C:33]([OH:35])=[O:34])=[CH:25][CH:24]=2)[C:7]([CH:10]=[C:11]([CH2:16][C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)[C:12]([OH:14])=[O:13])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 67885028HCID 67885028, compound

Product 1

HCID 53792932HCID 53792932, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A slurry containing 14.46 g (26.14 mmol) of methyl(E)-3-[2-n-butyl-1-{(4-carbomethoxynaphth-1-yl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoate, 8.38 g (2.09 mmol) of potassium hydroxide in a mixture of 165 mL of ethanol and 85 mL of water was stirred at ambient temperature for 18 hours. Concentration under vacuum and dilution with water gave 400 mL of a clear solution. Adjustment of the pH to 4.03 with hydrochloric acid gave crystals which when recrystallized from methanol gave 9.89 g (80%) of colorless crystals; mp 218°-219° C. as a partial hydrate.

Workup

  1. concentrationConcentration under vacuum and dilution with water

Sources & evidence

ORD record
ord-6741293f1cbc4134acd1a0842fb28674
Source dataset
uspto-grants-1993_02
Patent number
US05185351

Reaction notes

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