Pyridine → 2-Acetoxy-4-fluorobenzoyl chloride

HRID 644283Notes

Reaction equation

HRID 644283 reaction equation
[C:1]([O:4][C:5]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8])(=[O:3])[CH3:2].N1C=CC=CC=1.C(Cl)(=O)C([Cl:24])=O>ClCCl.CN(C=O)C>[C:1]([O:4][C:5]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:6]=1[C:7]([Cl:24])=[O:8])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 1049PyridineHCID 65578Oxalyl chlorideHCID 159020672-Acetoxy-4-fluorobenzoic acid

Product 1

HCID 210753132-Acetoxy-4-fluorobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 2-acetoxy-4-fluorobenzoic acid (852 mg, 4.9 mmol) in dry dichloromethane (40 mL) under dry nitrogen were added sequentially dry DMF (8 drops), dry pyridine (0.5 mL) and oxalyl chloride (0.5 mL). After stirring 1.5 h at room temperature, the reaction mixture was evaporated to dryness to afford 2-acetoxy-4-fluoro-benzoyl chloride.

Workup

  1. customthe reaction mixture was evaporated to dryness

Sources & evidence

ORD record
ord-bb9309a8b71846b5954b014f8d3034a2
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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