Sodium Hydroxide → 4-[2-(4-Fluorophenyl)-3-(5-methylimidazol-1-yl)-prop-1-enyl]-2-phenyl-benzoic acid

HRID 2227993Notes

Reaction equation

HRID 2227993 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH2:26][N:27]2[C:31]([CH3:32])=[CH:30][N:29]=[CH:28]2)=[CH:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[C:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:11]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH2:26][N:27]2[C:31]([CH3:32])=[CH:30][N:29]=[CH:28]2)=[CH:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([OH:16])=[O:15])=[C:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54032621Methyl 4-[2-(4-fluorophenyl)-3-(5-methylimidazol-1-yl)-prop-1-enyl]-2-phenyl-benzoate

Product 1

HCID 540242924-[2-(4-Fluorophenyl)-3-(5-methylimidazol-1-yl)-prop-1-enyl]-2-phenyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Product from step F (1.54 g; 3.6 mmol) was heated at reflux in methanol (20 ml) and NaOH 2N, (4.5 ml) for 4 hours. Methanol was then evaporated and the solution acidified to pH 6.5. The resulting solid was filtered and dried to give 4-[2-(4-fluorophenyl)-3-(5-methylimidazol-1-yl)-prop-1-enyl]-2-phenyl-benzoic acid as a yellow powder (1.4 g; 94%).

Workup

  1. customMethanol was then evaporated
  2. filtrationThe resulting solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-1b0b1d9926f84d35998641802e3cbd79
Source dataset
uspto-grants-2002_07
Patent number
US06414145B1

Reaction notes

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