Methanol → 1,1-Diphenylethylene

HRID 1597727Notes

Reaction equation

HRID 1597727 reaction equation
CO.[C:3]1([CH3:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>>[C:3]1([C:9]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH2:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 1140Toluene

Product 1

HCID 107401,1-Diphenylethylene

Procedure

200.23 g of crude carbinol, 400 ml of toluene and 1 g of paratoluenesulfonic acid (PTSA) were weighed and put in a 1-liter reaction flask, and azeotropic dehydration was carried out under toluene refluxing (94°-116° C.) for 2 hours. The resulting product was washed with water after cooling, washed with a 2% aqueous solution of soda ash, washed with water, dried over magnesium sulfate, and concentrated to obtain 190.09 g of crude 1,1-diphenylethylene (9a, Ar=R=Ph). Crude 1,1-diphenylethylene (9a) was distilled in a Claisen flask equipped with a vigreux to obtain 174.06 g of 1,1-diphenyl-ethylene (9a).

Workup

  1. customput in a 1-liter reaction flask, and azeotropic dehydration
  2. washThe resulting product was washed with water
  3. temperatureafter cooling
  4. washwashed with a 2% aqueous solution of soda ash
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-9b108ed81e9a425b82576203b8b0f894
Source dataset
uspto-grants-1998_04
Patent number
US05736284

Reaction notes

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