Reaction #1105347

ord-148792b761a0483d826426cc4504435a

Reaction equation

C=CC(C)(O)CCC=C(C)C
linalool
C[Si](C)(C)Cl
trimethylchlorosilane
→
CC(C)=CCCC(C)=CCCl
colorless oil
Yield 83.2%
CC(C)=CCCC(C)=CCCl
1-Chloro-3,7-dimethyl-octa-2,6-diene
Yield 83.2%

Reactants

C=CC(C)(O)CCC=C(C)C
linalool
C[Si](C)(C)Cl
trimethylchlorosilane

Reagents

[O]=[Bi+]
bismuth(III)-oxide

Conditions

Temperature
60°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThen the mixture was cooled to room temperature
  2. 2
    Otherthe organic layer was separated
  3. 3
    workup.DISTILLATIONThe resulting oil was purified by distillation

Procedure

To a mixture of 170 g linalool and 20 mg bismuth(III)-oxide heated to 60° C., 130.5 g trimethylchlorosilane were added. Then the mixture was cooled to room temperature and the organic layer was separated. The resulting oil was purified by distillation to yield 158.35 g of a colorless oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06479682B1uspto-grants-2002_11