Benzophenone → Dichlorodiphenyl methane toluene

HRID 400328

Reaction equation

HRID 400328 reaction equation
CN(C)C=O.[C:6](C1C=CC=CC=1)(=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.S(Cl)(Cl)=O.[Cl:24][C:25]([Cl:38])([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>O.C1(C)C=CC=CC=1>[Cl:24][C:25]([Cl:38])([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[C:7]1([CH3:6])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

7

Reactant 4

HCID 3102BenzophenoneHCID 6228DimethylformamideHCID 16327DichlorodiphenylmethaneHCID 24386Thionyl Chloride

Product 1

HCID 86671302Dichlorodiphenyl methane toluene

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

25.6 mL of N,N-dimethylformamide (DMF) (manufactured by Wako Pure Chemical Industries Ltd.) was added to 60.1 g of benzophenone (manufactured by Wako Pure Chemical Industries Ltd., and then 60.2 mL of thionyl chloride (manufactured by Wako Pure Chemical Industries Ltd.) was added dropwise thereto, followed by performing a reaction at a reaction temperature of 75° C. for 12 hours. After confirming the production of the dichlorodiphenyl methane by means of 1H-NMR, 60 mL of toluene and 80 mL of water were added thereto under ice-cooling to perform liquid separation and remove the aqueous layer, thereby obtaining a dichlorodiphenyl methane/toluene solution.

Workup

  1. customa reaction at a reaction temperature of 75° C. for 12 hours
  2. additionwere added
  3. temperatureunder ice-cooling
  4. customliquid separation
  5. customremove the aqueous layer

Sources & evidence

ORD record
ord-9b08f6984ede4191ad5ef05a0e5313fc
Source dataset
uspto-grants-2014_06
Patent number
US08741513B2

Linked notes

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