Phosphorus pentachloride → 7-Fluoro-9,10-dihydro-9,10-dioxo-2-anthroyl chloride
Reaction equation
[F:1][C:2]1[CH:15]=[C:14]2[C:5]([C:6](=[O:20])[C:7]3[CH:8]=[CH:9][C:10]([C:17](O)=[O:18])=[CH:11][C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:22]>C1(C)C(C)=CC=CC=1>[F:1][C:2]1[CH:15]=[C:14]2[C:5]([C:6](=[O:20])[C:7]3[CH:8]=[CH:9][C:10]([C:17]([Cl:22])=[O:18])=[CH:11][C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1Participants
4
Procedure
7-Fluoro-9,10-dihydro-9,10-dioxo-2-anthroic acid (15 g), phosphorus pentachloride (12 g) and xylene (300 ml) were heated for 15 minutes at 100°-130° till a clear solution was obtained. This was concentrated to small volume and allowed to crystallise. The product was washed with light petroleum (bp 40°-60°) to give 7-fluoro-9,10-dihydro-9,10-dioxo-2-anthroyl chloride (14 g).