Hydrochloric Acid → HCID 14012576, compound

HRID 568717Notes

Reaction equation

HRID 568717 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[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][CH:8]=[C:7]([F:11])[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 874382,6-Difluorobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 14012576HCID 14012576, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a mixture of 20 g of 2,6-difluorobenzoyl chloride and 15.5 g of 1,3-dimethoxybenzene in 200 ml of 1,2-dichloroethane, 15.28 g of aluminum chloride is added in portions with the internal temperature maintained at 0°-10° C. The mixture is stirred 1 hour and then refluxed 45 min. 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 with hexane followed by recrystallization from 95% ethanol gives 2',6'-difluoro-2-hydroxy-4-methoxybenzophenone, mp 71°-72° C.

Workup

  1. additionis added in portions with the internal temperature
  2. temperaturemaintained at 0°-10° C
  3. temperaturerefluxed 45 min
  4. customThe organic layer is separated
  5. washwashed
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated
  8. customTrituration with hexane followed by recrystallization from 95% ethanol

Sources & evidence

ORD record
ord-9356365fd99d493cb9c22e1583ac03a1
Source dataset
uspto-grants-1988_03
Patent number
US04728662

Reaction notes

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