Thionyl Chloride → HCID 20377648, compound

HRID 2052309Notes

Reaction equation

HRID 2052309 reaction equation
O[C:2]1([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9](=[O:16])[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.S(Cl)([Cl:26])=O>C(Cl)Cl>[Cl:26][C:2]1([C:17]2[CH:18]=[CH:19][C:20]([CH3:23])=[CH:21][CH:22]=2)[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9](=[O:16])[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20377644HCID 20377644, compound

Product 1

HCID 20377648HCID 20377648, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

42 g (0.14 mol) of 9,10-dihydro-9-hydroxy-9-(4-methylphenyl)-10-oxo-anthracene and 20.2 g (107 mol) of thionyl chloride in 500 ml of methylene chloride are heated under reflux for 8 hours. Thereafter, the solvent is distilled off in vacuo and the solid which remains is recrystallised from petroleum ether. 36.2 g (70.9% of theory) of 9-chloro-9,10-dihydro-9-(4-methylphenyl)-10-oxo-anthracene of melting point 136°-140° C. are obtained.

Workup

  1. temperatureunder reflux for 8 hours
  2. distillationThereafter, the solvent is distilled off in vacuo
  3. customthe solid which remains is recrystallised from petroleum ether

Sources & evidence

ORD record
ord-9d57b1ffbae3405fabccccbf14091363
Source dataset
uspto-grants-1980_01
Patent number
US04183940

Reaction notes

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