Water → Diphenylmethane

HRID 1076066Notes

Reaction equation

HRID 1076066 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5](C)=[C:6]([CH:18]=1)[C:7]([C:9]1[CH:14]=[CH:13][C:12](S(C)=O)=[CH:11][CH:10]=1)=O.O>Cl>[C:6]1([CH2:7][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:18]=[CH:2][CH:3]=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 962WaterHCID 19361939HCID 19361939, compound

Product 1

HCID 7580Diphenylmethane

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The product from Example 3 A, 5-fluoro-2-methyl-4'-methylsulfinylbenzophenone (0.2 mole), is refluxed in concentrated hydrochloric acid (100 ml.) with zinc amalgam (45 gm.) and water (30 ml.). Hydrogen chloride gas is slowly bubbled in during the reaction. After 2 to 3 hours, the gas supply is stopped and the product steam distilled. The oily distillate is extracted into ether (3 × 300 ml.), washed with water (2 × 50 ml.), dried (MgSO4), filtered and collected by evaporating off the solvent. It is then fractionally distilled under reduced pressure to give pure diphenylmethane.

Workup

  1. customHydrogen chloride gas is slowly bubbled in during the reaction
  2. distillationthe product steam distilled
  3. extractionThe oily distillate is extracted into ether (3 × 300 ml.)
  4. washwashed with water (2 × 50 ml.)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customcollected
  8. customby evaporating off the solvent
  9. distillationIt is then fractionally distilled under reduced pressure

Sources & evidence

ORD record
ord-b4f85182f82f49b09350c3bdd121bad4
Source dataset
uspto-grants-1976_05
Patent number
US03954852

Reaction notes

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