Réaction #433284

ord-8ea37ed7204243fe814166548c4d8d15

Équation de réaction

C=C
ethylene
CC12CC3CC(C)(C1)CC(Br)(C3)C2
1-bromo-3,5-dimethyl adamantane
CC12CC3CC(C)(C1)CC(Br)(C3)C2
1-Bromo-3,5-dimethyl Adamantane
[Al+3].[Br-].[Br-].[Br-]
aluminum bromide
CC12CC3CC(C)(C1)CC(CCBr)(C3)C2
1-(2-Bromoethyl)-3,5-dimethyl Adamantane
Rendement 48.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrefor 20-30 minutes
  2. 2
    workup.ADDITIONpour the reaction mixture onto ice water
  3. 3
    ExtractionExtract with ether
  4. 4
    Autredry the organic phase
  5. 5
    Autreevaporate to dryness
  6. 6
    AutreRecrystallize the residue from methanol

Mode opératoire

Mix 1.4 mol of 1-bromo-3,5-dimethyl adamantane (I) in hexane with 0.6 mol of aluminum bromide at -75° C. Subsequently, pass ethylene through the solution for 20-30 minutes, stir for 5 min., and pour the reaction mixture onto ice water. Extract with ether, dry the organic phase and evaporate to dryness. Recrystallize the residue from methanol. (Yield: 48%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05061703uspto-grants-1991_10