2-Thiopheneacetic acid → 2-Thiopheneacetyl chloride

HRID 1858174Notes

Reaction equation

HRID 1858174 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:9])=O.C(Cl)(=O)C([Cl:13])=O>CN(C)C=O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([Cl:13])=[O:9]

Participants

4

Reactant 2

HCID 159702-Thiopheneacetic acidHCID 65578Oxalyl chloride

Product 1

HCID 1623622-Thiopheneacetyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-thiophenyl acetic acid (150 mg in 2.5 mL dry methylene chloride) at 0° C. was added 0.004 mL N,N-dimethylformamide followed by the dropwise addition of 0.097 mL of oxalyl chloride. After 15 minutes the mixture was warmed to room temperature and stirred for an additional 2.5 hours. Removal of the solvents in vacuo provided the title compound which was used without purification.

Workup

  1. customRemoval of the solvents in vacuo

Sources & evidence

ORD record
ord-5472c18e76e44be480dd1cbd5124bf0a
Source dataset
uspto-grants-2000_11
Patent number
US06150522

Reaction notes

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