Oxalyl chloride → 6-(Trifluoromethyl)benzo[b]thiophene-2-carbonyl chloride

HRID 2408277Notes

Reaction equation

HRID 2408277 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[F:7][C:8]([F:22])([F:21])[C:9]1[CH:10]=[CH:11][C:12]2[CH:16]=C(C(O)=O)[S:14][C:13]=2[CH:20]=1>CN(C=O)C>[F:22][C:8]([F:7])([F:21])[C:9]1[CH:10]=[CH:11][C:12]2[CH:16]=[C:1]([C:2]([Cl:4])=[O:3])[S:14][C:13]=2[CH:20]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 179795236-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid

Product 1

HCID 577187896-(Trifluoromethyl)benzo[b]thiophene-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Oxalyl chloride (2.29 mmol, 0.20 mL) was added to a solution of 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (2.03 mmol, 500 mg) CH2Cl2 (15 mL). DMF (15 μL) was added and the resulting mixture was stirred for 4 h at room temperature. The resulting solution was concentrated to yield 6-(trifluoromethyl)benzo[b]thiophene-2-carbonyl chloride, which was used in the next step without purification.

Workup

  1. concentrationThe resulting solution was concentrated

Sources & evidence

ORD record
ord-61551ccc18f14519b7d1d7adc8f28e40
Source dataset
uspto-grants-2014_08
Patent number
US08815839B2

Reaction notes

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