Phosphorus pentachloride → 7-Fluoro-9,10-dihydro-9,10-dioxo-2-anthroyl chloride

HRID 1287281Notes

Reaction equation

HRID 1287281 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]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 199266727-Fluoro-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

Product 1

HCID 215076627-Fluoro-9,10-dihydro-9,10-dioxo-2-anthroyl chlorideYield 87.4%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

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).

Workup

  1. customwas obtained
  2. concentrationThis was concentrated to small volume
  3. customto crystallise
  4. washThe product was washed with light petroleum (bp 40°-60°)

Sources & evidence

ORD record
ord-fa21a25f5c4f4f68a7e72c5e2ff9e0af
Source dataset
uspto-grants-1976_10
Patent number
US03984429

Reaction notes

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