Sodium Hydroxide → HCID 53635251, compound

HRID 2228010Notes

Reaction equation

HRID 2228010 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[C:16]([CH:18]=[C:19]([C:26]3[S:27][CH:28]=[CH:29][N:30]=3)[CH2:20][N:21]3[CH:25]=[CH:24][N:23]=[CH:22]3)[CH:15]=[CH:14][C:9]=2[C:10]([O:12]C)=[O:11])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[C:16]([CH:18]=[C:19]([C:26]3[S:27][CH:28]=[CH:29][N:30]=3)[CH2:20][N:21]3[CH:25]=[CH:24][N:23]=[CH:22]3)[CH:15]=[CH:14][C:9]=2[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54211614HCID 54211614, compound

Product 1

HCID 53635251HCID 53635251, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 2-(4-fluorophenyl)-4-[2-(thiazol-2-yl)-3-(imidazol-1-yl)prop-1-en-1-yl]benzoate (E and Z isomers) (1.99 g; 5 mmol) in methanol (20 ml) was refluxed with 2N aqueous sodium hydroxide solution (5 ml; 10 mmol) for 2 hours. Methanol was then evaporated and the solution acidified to pH 5.5 with 6N HCl. The resulting precipitate was filtered, washed with water and dried to give 2-(4-fluorophenyl)-4-[2-(thiazol-2-yl)-3-(imidazol-1-yl)prop-1-en-1-yl]benzoic acid as a mixture of E and Z isomers. Yield=80%.

Workup

  1. customMethanol was then evaporated
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-a11c5505d1864a348153581d67ef3fe2
Source dataset
uspto-grants-2002_07
Patent number
US06414145B1

Reaction notes

Loading…