Hydrochloric Acid → HCID 13015711, compound

HRID 1156794Notes

Reaction equation

HRID 1156794 reaction equation
[Cl:1][C:2]1[C:16]([Cl:17])=[C:15]([O:18]C)[CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])=[O:5].[Al+3].[Cl-].[Cl-].[Cl-].Cl.CCCCCC>C1C=CC=CC=1>[Cl:1][C:2]1[C:16]([Cl:17])=[C:15]([OH:18])[CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 6451240Aluminum(III) ChlorideHCID 13015710(2,3-Dichloro-4-methoxyphenyl)(2-fluorophenyl)methanone

Product 1

HCID 13015711HCID 13015711, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 38.5 g (0.13 m) of 2,3-dichloro-4-methoxy-2'-fluorobenzophenone of Example 2A in 250 ml of dry benzene, 34.67 g (0.26 m) of AlCl3 is added. The mixture is refluxed 5 hours, poured over 100 ml concentrated HCl and 100 ml ice. The mixture is extracted with ethyl acetate, dried (Na2SO4) and evaporated to give 35 g. Trituration with hexane gives 32.8 g (89%) of 2,3-dichloro-4-hydroxy-2'-fluorobenzophenone. Analytical sample is recrystallized from ether-hexane, m.p. 128°-131° C.

Workup

  1. temperatureThe mixture is refluxed 5 hours
  2. extractionThe mixture is extracted with ethyl acetate
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customto give 35 g

Sources & evidence

ORD record
ord-971821bd43c44931848e25515e4638f3
Source dataset
uspto-grants-1982_06
Patent number
US04337261

Reaction notes

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