Sodium → HCID 18324421, compound

HRID 1251877Notes

Reaction equation

HRID 1251877 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[C:16]([CH:18]([O:26][CH2:27][CH2:28][N:29]3[CH:33]=[CH:32][N:31]=[C:30]3[CH2:34][O:35][Si](C(C)(C)C)(C3C=CC=CC=3)C3C=CC=CC=3)[C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[CH:15]=[CH:14][C:9]=2[C:10]([O:12]C)=[O:11])=[CH:4][CH:3]=1.[Na]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[C:16]([CH:18]([O:26][CH2:27][CH2:28][N:29]3[CH:33]=[CH:32][N:31]=[C:30]3[CH2:34][OH:35])[C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[CH:15]=[CH:14][C:9]=2[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5360545SodiumHCID 18324508HCID 18324508, compound

Product 1

HCID 18324421HCID 18324421, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-(4-fluorophenyl)4-{1-(4-fluorophenyl)-2-[2-(tert-butyldiphenylsilyloxymethyl)imidazol-1-yl]ethoxymethyl}benzoate (4 g; 5.58 mmol) in methanol (50 ml) was treated with 2N aqueous sodium hydroxyde solution (5 ml; 11.1 mmol) at 80° C. for 7 hours. After evaporation of the methanol, the residue was taken up in water, the pH adjusted to with 6N HCl and extracted with dichloromethane/ethanol (95/5) to give 2-(4-fluorophenyl)-4-[1-(4-fluorophenyl)-2-(2-hydroxymethylimidazol-1-yl)ethoxymethyl]benzoic acid.

Workup

  1. customAfter evaporation of the methanol
  2. extractionextracted with dichloromethane/ethanol (95/5)

Sources & evidence

ORD record
ord-22ebf2b1a6b54c578bd2054bd29aa1d2
Source dataset
uspto-grants-2002_01
Patent number
US06342765B1

Reaction notes

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