Reaction #2069927

ord-10ff122a93ee4c65a4ec76d5db7516ed

Reaction equation

C1=CC2C(C1)[C@@H]1C=C[C@H]2C1
DCPD
C=CCO
allyl alcohol
→
OCC1CC2C=CC1C2
5-norbornene-2-methanol
Yield 52.0%

Reactants

C1=CC2C(C1)[C@@H]1C=C[C@H]2C1
DCPD
C=CCO
allyl alcohol

Reagents

None

Conditions

Temperature
210°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewere cooled
  2. 2
    workup.DISTILLATIONDistillation
  3. 3
    Otherto obtain a product at 56° C. (yield: 52%)

Procedure

After DCPD (dicyclopentadiene, Aldrich, 397 g, 3 mol) and allyl alcohol (Aldrich, 331 g, and 5.7 mol) were put into a 2 L high pressure reactor, temperature was increased to 210° C. After a reaction was conducted for 1 hour while agitating at 300 rpm, reactants were cooled and moved to a distillator. Distillation was repeatedly conducted under reduced pressure of 1 torr using a vacuum pump twice to obtain a product at 56° C. (yield: 52%)

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07541073B2uspto-grants-2009_06