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Water → Potassium 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate

HRID 589288
Notes
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Reaction equation

HRID 589288 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:15]=[CH:14][C:6]2[S:7][C:8]([C:10]([O:12]C)=[O:11])=[CH:9][C:5]=2[CH:4]=1.C(=O)([O-])[O-].[K+:22].[K+].O>CO>[F:17][C:2]([F:1])([F:16])[C:3]1[CH:15]=[CH:14][C:6]2[S:7][C:8]([C:10]([O-:12])=[O:11])=[CH:9][C:5]=2[CH:4]=1.[K+:22]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 14779565-Trifluoromethyl-benzo[b]thiophene-2-carboxylic acid methyl ester

Product 1

HCID 70983126Potassium 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylateYield 68.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 5.00 g of methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, 2.93 g of potassium carbonate, 20 ml of water and 60 ml of methanol was stirred at 80° C. for 3 hours. The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. The residue was recrystallized from water to obtain 3.74 g of potassium 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (hereinafter referred to as “the present compound 6”).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was recrystallized from water

Sources & evidence

ORD record
ord-4f473a9b516d4abbb17850b29ce4aa09
Source dataset
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09232792B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes