Réaction #50175

ord-1e84889c3c734dea9caec48a41531df3

Équation de réaction

C=C1C2CCC3C2C(C)(C)CCCC13C
Longifolene
FB(F)F
BF3
Cc1ccccc1
toluene
CC1(C)C2=CCCC(C)(C)C23CCC1C3
Isolongifolene

Réactifs

Aucun

Conditions de réaction

Température
100°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethan cooled down to room temperature
  2. 2
    SéchageAfter drying above Na2SO4 the solvent
  3. 3
    workup.DISTILLATIONwas distilled at reduced pressure

Mode opératoire

Over a period of 30 minutes 240 g (0.79 mol ) of Longifolene (1) (80% ex Indian oil of turpentine [a]D=+39.4°) were dropped into a heated solution (60 ° C.) of 90 g toluene and 10 g (0.07 tool ) BF3 -etherate. This was stirred at 100 ° C. for 3 hours, than cooled down to room temperature and neutralized. After drying above Na2SO4 the solvent was distilled at reduced pressure. A raw product of 198 g (of 70.2% according to GLC) remained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05426095uspto-grants-1995_06