Hydrochloric Acid → 2-(5-Chloro-2-nitrophenoxy)-5-methoxybenzoic acid

HRID 364175Notes

Reaction equation

HRID 364175 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:21]([O-:23])=[O:22])=[C:6]([CH:20]=1)[O:7][C:8]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:9]=1[C:10]([O:12]C)=[O:11].[OH-].[K+].Cl>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:21]([O-:23])=[O:22])=[C:6]([CH:20]=1)[O:7][C:8]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:9]=1[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 136890962-(5-Chloro-2-nitrophenoxy)-5-methoxybenzoic acid, methyl ester

Product 1

HCID 136890952-(5-Chloro-2-nitrophenoxy)-5-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred suspension of 65 g of 2-(5-chloro-2-nitrophenoxy)-5-methoxybenzoic acid, methyl ester, in 600 ml of methanol, was added 97.5 ml of 6M KOH solution. This suspension was stirred for 18 hours and the solution which resulted was neutralized with 200 ml of 10% HCl solution. The precipitated crude acid product was collected by filtration and, after recrystallization from acetonitrile, yielded the title compound, mp 232°-234° C.

Workup

  1. customthe solution which resulted
  2. customThe precipitated crude acid product
  3. filtrationwas collected by filtration
  4. customafter recrystallization from acetonitrile

Sources & evidence

ORD record
ord-274139536c184ed5bdb934812ae3ee22
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

Loading…