Hydrochloric Acid → Diflunisal

HRID 223600

Reaction equation

HRID 223600 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:18]=[C:13]([C:14]([O:16]C)=[O:15])[C:12]([OH:19])=[CH:11][CH:10]=1.[OH-].[Na+].Cl>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:18]=[C:13]([C:14]([OH:16])=[O:15])[C:12]([OH:19])=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 491921Methyl 2',4'-difluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylate

Product 1

HCID 3059Diflunisal

Procedure

The product of Step A above is suspended in 8.0 ml. of aqueous sodium hydroxide (5%) and refluxed for 30 minutes. The mixture is acidified with aqueous hydrochloric acid and extracted three times with 15.0 ml. of toluene. The combined toluene extracts are concentrated to afford 2.3 mmole of 5-(2,4-difluorophenyl)salicylic acid.

Workup

  1. extractionextracted three times with 15.0 ml
  2. concentrationThe combined toluene extracts are concentrated

Sources & evidence

ORD record
ord-1345b11bb9a5477eab8447663fa01bdd
Source dataset
uspto-grants-1982_10
Patent number
US04355174

Linked notes

Loading…