Toluene → Dicyclopentadiene

HRID 50132

Reaction equation

HRID 50132 reaction equation
[C:1]([O-])(=O)[CH:2]=[CH2:3].C1CC=CC=1.[C:11]1([CH3:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:2]1[CH:1]2[CH:14]3[CH:13]=[CH:12][CH:16]([CH:11]2[CH:17]=[CH:3]1)[CH2:15]3

Participants

4

Reactant 3

HCID 1140TolueneHCID 7612CyclopentadieneHCID 25188Acrylate

Product 1

HCID 6492Dicyclopentadiene

Procedure

The derivative was synthesized as follows. 20 grams of the derivative of acrylate obtained as the third example was dissolved in 20 milliliters of toluene. 7 grams of cyclopentadiene was dropped into the solution cooled with ice, and was agitated through all night. Dicyclopentadiene was produced as by-product, and was eliminated in vacuum. Then, 24.9 grams of the derivative of norbornene was obtained. The derivative of norbornene was viscous liquid, and the yield was 95%.

Workup

  1. customThe derivative was synthesized
  2. temperaturecooled with ice

Sources & evidence

ORD record
ord-ed221a40b0554bbd900e864b34ebf7eb
Source dataset
uspto-grants-2004_03
Patent number
US06710188B2

Linked notes

Loading…