Sodium Hydroxide → HCID 54144348, compound

HRID 478339Notes

Reaction equation

HRID 478339 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-44ca0f7d49454e8285deac1549214142
Source dataset
uspto-grants-2003_11
Patent number
US06642223B2

Reaction notes

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