Toluene → Dicyclopentadiene

HRID 989436Notes

Reaction equation

HRID 989436 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 byproduct, 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-c6e9df7905114349b2087f3b9bfa59c0
Source dataset
uspto-grants-2003_10
Patent number
US06639084B2

Reaction notes

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