Oxalyl chloride → 3,4-Difluorophenylacetyl chloride

HRID 25490Notes

Reaction equation

HRID 25490 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=O)[CH:5]=[CH:6][C:7]=1[F:8].C(Cl)(=O)C([Cl:16])=O>O1CCCC1.CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([Cl:16])=[O:12])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 69571(3,4-Difluorophenyl)acetic acid

Product 1

HCID 146180853,4-Difluorophenylacetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3,4-difluorophenylacetic acid (10.24 g, 60.4 mmol) in tetrahydrofuran (200 mL) and dimethylformamide (5 drops) at room temperature was added in 1 mL portions oxalyl chloride (11 mL, 126 mmol). The reaction mixture was stirred 2 hours at room temperature and concentrated to an orange liquid that was used directly in the next step.

Workup

  1. concentrationconcentrated to an orange liquid that

Sources & evidence

ORD record
ord-7bc715ea766044878ccdcc925405a241
Source dataset
uspto-grants-2005_02
Patent number
US06858739B2

Reaction notes

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