Hydrochloric Acid → HCID 14012574, compound

HRID 652945Notes

Reaction equation

HRID 652945 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20]C)[CH:15]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCCl>[F:1][C:2]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4](=[O:5])[C:17]1[CH:18]=[CH:19][C:14]([O:13][CH3:12])=[CH:15][C:16]=1[OH:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 90251,3-DimethoxybenzeneHCID 5880822,5-Difluorobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 14012574HCID 14012574, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a mixture of 30 g of 2,5-difluorobenzoyl chloride and 23.5 g of 1,3-dimethoxybenzene in 300 ml 1,2-dichloroethane, 23 g of aluminum chloride is added in portions with the internal temperature maintained at approximately 8°-12° C. The reaction mixture is stirred 0.5 hr and refluxed one hr. The reaction mixture is poured into concentrated hydrochloric acid and ice. The organic layer is separated, washed, dried over anhydrous sodium sulfate and evaporated. Trituration of the crude residue gives 2',5'-difluoro-2-hydroxy-4-methoxybenzophenone, mp 109° C. followed by recrystallization from toluene.

Workup

  1. additionis added in portions with the internal temperature
  2. temperaturemaintained at approximately 8°-12° C
  3. temperaturerefluxed one hr
  4. customThe organic layer is separated
  5. washwashed
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-f14902c771424994989a4a4122b31745
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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