Hydrochloric Acid → HCID 13015711, compound

HRID 652835Notes

Reaction equation

HRID 652835 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:19])[C:9]1[CH:14]=[CH:13][C:12]([O:15]C)=[C:11]([Cl:17])[C:10]=1[Cl:18].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C1C=CC=CC=1>[Cl:18][C:10]1[C:11]([Cl:17])=[C:12]([OH:15])[CH:13]=[CH:14][C:9]=1[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 13015710(2,3-Dichloro-4-methoxyphenyl)(2-fluorophenyl)methanone

Product 1

HCID 13015711HCID 13015711, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 38.5 g of 2'-fluoro-4-methoxy-2,3-dichlorobenzophenone and 34.7 g of aluminum chloride in 250 ml of benzene is refluxed for 5 hours, then poured over a mixture of 100 ml of concentrated hydrochloric acid and 100 ml of ice. The two-phase mixture is extracted with ethyl acetate and the combined extracts are dried and concentrated to dryness leaving a solid residue. The residue is triturated with hexane and the resulting solid is recrystallized from an ether-hexane mixture to yield the product 2,3-dichloro-4-hydroxy-2'-fluoro-benzophenone having a melting point of 128° to 131° C.

Workup

  1. temperatureis refluxed for 5 hours
  2. extractionThe two-phase mixture is extracted with ethyl acetate
  3. customthe combined extracts are dried
  4. concentrationconcentrated to dryness
  5. customleaving a solid residue
  6. customThe residue is triturated with hexane
  7. customthe resulting solid is recrystallized from an ether-hexane mixture

Sources & evidence

ORD record
ord-7e7283704e2e4d3faf766163957dd406
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

Loading…