Hydrochloric Acid → 5-Hydroxybenzo[b]thiophene-3-carboxylic acid

HRID 2287448Notes

Reaction equation

HRID 2287448 reaction equation
C1(S([O:10][C:11]2[CH:22]=[CH:21][C:14]3[S:15][CH:16]=[C:17]([C:18]([OH:20])=[O:19])[C:13]=3[CH:12]=2)(=O)=O)C=CC=CC=1.Cl>[OH-].[Na+]>[OH:10][C:11]1[CH:22]=[CH:21][C:14]2[S:15][CH:16]=[C:17]([C:18]([OH:20])=[O:19])[C:13]=2[CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9862505HCID 9862505, compound

Product 1

HCID 114128975-Hydroxybenzo[b]thiophene-3-carboxylic acidYield 96.6%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 100 mg (0.3 mmol) of the above obtained 5-benzenesulfonyloxybenzo[b]thiophene-3-carboxylic acid (2) in 1.2 ml of 1N sodium hydroxide was allowed to stand for 8 hours at 40° C. Hydrochloric acid (1N, 1.2 ml) was added thereto, and the precipitated crystals were filtered, washed with water, and dried to give 58 mg of 5-hydroxybenzo[b]thiophene-3-carboxylic acid (1). Yield 96.6% mp 262-263° C.

Workup

  1. filtrationthe precipitated crystals were filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-dfe7ab87c70343c6bea20387cc853546
Source dataset
uspto-grants-2000_07
Patent number
US06083974

Reaction notes

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