Phosphorus pentachloride → 3-(Chlorocarbonyl)-1,2-phenylene diacetate

HRID 2292376Notes

Reaction equation

HRID 2292376 reaction equation
[C:1]([O:4][C:5]1[C:13]([O:14][C:15](=[O:17])[CH3:16])=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8])(=[O:3])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:19]>ClCCl>[C:1]([O:4][C:5]1[C:13]([O:14][C:15](=[O:17])[CH3:16])=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([Cl:19])=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 68093Tosiben

Product 1

HCID 156204123-(Chlorocarbonyl)-1,2-phenylene diacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

24 g of 2,3-bis(acetyloxy)benzoic acid was suspended in 100 ml of dichloromethane and, at -10° C., 23 g of phosphorous pentachloride was added. The hydrogen chloride gas that formed was removed The resulting clear solution was then evaporated in an oil-pump vacuum yielding a brown honey. This was dissolved in 300 ml of petroleum ether and filtered over active carbon. After distilling off the solvent, the title compound was obtained in the form of white crystals (25.1 g); melting point 97°-99° C. (dec.)

Sources & evidence

ORD record
ord-dc09adba76d747dbbccc2d33957c4b38
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Reaction notes

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