Phosphorus pentachloride → 6-(Chlorocarbonyl)naphthalen-2-yl acetate

HRID 234579Notes

Reaction equation

HRID 234579 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([C:15]([OH:17])=O)[CH:9]=[CH:8]2)(=[O:3])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:19]>C1C=CC=CC=1>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([C:15]([Cl:19])=[O:17])[CH:9]=[CH:8]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 870386-(Acetyloxy)-2-naphthalenecarboxylic acid

Product 1

HCID 157248096-(Chlorocarbonyl)naphthalen-2-yl acetate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
60 °C

Procedure

Then, in a 200 ml-reaction vessel, 17.1 g (7.43×10-2M) of 6-acetoxy-2-naphthoic acid and 85 ml of dry benzene were placed. To the mixture, 15.9 g (6.91×10-2M) of phosphorus pentachloride was added in 30 minutes at room temperature, followed by stirring for 4 hours at 60° C. After cooling, the solvent of the reaction mixture was distilled off to provide oily 6-acetoxy-2-naphthoyl chloride.

Workup

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

Sources & evidence

ORD record
ord-2a34d26d77b84495aef1fc14e2ddb250
Source dataset
uspto-grants-1997_01
Patent number
US05595685

Reaction notes

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