Methanol → HCID 20506318, compound

HRID 354970Notes

Reaction equation

HRID 354970 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)=[O:10].CO.[BH4-].[Na+]>O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[OH:10]

Participants

5

Reactant 3

HCID 887MethanolHCID 2847592,4-Dichloro-4'-fluorobenzophenoneHCID 4311764Sodium borohydride

Product 1

HCID 20506318HCID 20506318, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred and cooled (10°-15° C.) mixture of 25 parts of (2,4-dichlorophenyl)(4-fluorophenyl)methanone and 80 parts of methanol are added portionwise 4.9 parts of sodium borohydride at about 10° C. Upon completion, stirring is continued overnight at room temperature. The reaction mixture is diluted with water and the solvent is evaporated. The residue is taken up in water and the product is extracted with trichloromethane. The extract is washed with water, dried, filtered and evaporated, yielding 22 parts of 2,4-dichloro-α-(4-fluorophenyl)benzenemethanol as a residue.

Workup

  1. temperaturecooled
  2. stirringUpon completion, stirring
  3. customthe solvent is evaporated
  4. extractionthe product is extracted with trichloromethane
  5. washThe extract is washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-d0de9acd6a8e4072b92709e12d96ec07
Source dataset
uspto-grants-1983_03
Patent number
US04377578

Reaction notes

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