Sodium Hydroxide → HCID 54144348, compound

HRID 1249966Notes

Reaction equation

HRID 1249966 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH:4]=[CH:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[CH:8][CH:7]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH:4]=[CH:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54513714HCID 54513714, compound

Product 1

HCID 54144348HCID 54144348, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 4-(2-chlorostyryl)benzoate (trans form) (1.42 g), 5N sodium hydroxide (1.6 ml) and methanol (20 ml) is stirred at room temperature for three hours, and refluxed for two hours. The mixture is evaporated to remove the methanol, and to the residue is added water. The mixture is acidified with conc. hydrochloric acid, and stirred at room temperature for 16 hours. The precipitated crystals are collected by filtration to give 4-(2-chlorostyryl)benzoic acid (1.36 g) as white powder.

Workup

  1. temperaturerefluxed for two hours
  2. customThe mixture is evaporated
  3. customto remove the methanol
  4. additionto the residue is added water
  5. stirringstirred at room temperature for 16 hours
  6. filtrationThe precipitated crystals are collected by filtration

Sources & evidence

ORD record
ord-71fec9fdb4774f0a8cfce6e9d9dee1db
Source dataset
uspto-grants-2002_01
Patent number
US06335327B1

Reaction notes

Loading…