Chlorotrimethylsilane → 1-Chloro-3,7-dimethyl-octa-2,6-diene

HRID 2304953Notes

Reaction equation

HRID 2304953 reaction equation
[CH2:1]=[CH:2][C:3]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])([CH3:5])O.C[Si](C)(C)[Cl:14]>[Bi+]=O>[Cl:14][CH2:1][CH:2]=[C:3]([CH3:5])[CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 6549Linalool

Product 1

HCID 991061-Chloro-3,7-dimethyl-octa-2,6-dieneYield 83.2%

Reagents, catalysts & solvents 1

HCID 5237718Bismuthyl (ion)Catalyst

Conditions

Temperature
60 °C

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.

Workup

  1. temperatureThen, the mixture was cooled to room temperature
  2. customthe organic layer was separated
  3. distillationThe resulting oil was purified by distillation

Sources & evidence

ORD record
ord-31741ba505834e94b3832c3054c89a99
Source dataset
uspto-grants-2002_08
Patent number
US06437150B1

Reaction notes

Loading…