Phosphorus pentachloride → 4-(Chlorocarbonyl)-3-fluorophenyl acetate

HRID 234577Notes

Reaction equation

HRID 234577 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([O:11][C:12](=[O:14])[CH3:13])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].P(Cl)(Cl)(Cl)(Cl)[Cl:16]>C1C=CC=CC=1>[F:1][C:2]1[CH:10]=[C:9]([O:11][C:12](=[O:14])[CH3:13])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 227214164-Acetoxy-2-fluorobenzoic acid

Product 1

HCID 227436454-(Chlorocarbonyl)-3-fluorophenyl acetate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
50 °C

Procedure

Then, in a 100 ml-reaction vessel, 9.5 g (4.80×10-2M) of 2-fluoro-4-acetoxybenzoic acid and 50 ml of dry benzene were placed. To the mixture, 10.3 g (4.94×10-2M) of phosphorus pentachloride was added in 30 minutes at room temperature, followed by stirring for 4 hours at 50° C. After cooling, the solvent of the reaction mixture was distilled off to provide oily 2-fluoro-4-acetoxy-benzoyl chloride.

Workup

  1. temperatureAfter cooling
  2. distillationthe solvent of the reaction mixture was distilled off

Sources & evidence

ORD record
ord-ae92e232a5b24544ac30f5ceea5f034d
Source dataset
uspto-grants-1997_01
Patent number
US05595685

Reaction notes

Loading…