Potassium Carbonate → ethyl 4-hydroxy-1-benzothiophene-6-carboxylate

HRID 2283673Notes

Reaction equation

HRID 2283673 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][C:11]1[C:19]2[CH:18]=[CH:17][S:16][C:15]=2[CH:14]=[C:13]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:12]=1)(=O)C>C(O)C>[OH:10][C:11]1[C:19]2[CH:18]=[CH:17][S:16][C:15]=2[CH:14]=[C:13]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:12]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 59560320HCID 59560320, compound

Product 1

HCID 11379055ethyl 4-hydroxy-1-benzothiophene-6-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Potassium carbonate (400 mg) was added to a solution of ethyl 4-acetoxybenzo[b]thiophene-6-carboxylate (760 mg) synthesized according to the method described in WO 2005/007635 in ethanol (6 ml), and the reaction solution was stirred at room temperature for 1 hour. The insolubles were filtrated, then the solvent was evaporated under vacuum, and the residue was purified by column chromatography on silica gel (developing solvent:hexane-ethyl acetate) to obtain ethyl 4-hydroxybenzo[b]thiophene-6-carboxylate as a white solid.

Workup

  1. customsynthesized
  2. filtrationThe insolubles were filtrated
  3. customthe solvent was evaporated under vacuum
  4. customthe residue was purified by column chromatography on silica gel (developing solvent:hexane-ethyl acetate)

Sources & evidence

ORD record
ord-fb4ef7d77b5e4d9b918b7a9de41b1c5e
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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