120657-80-9

Upstream product

• 120657-78-5 3-(4'-methylcyclohex-3'-en-1-yl)but-2-enyl cyanide 
• 73494-01-6 3-(4'-methylcyclohex-3'-en-1-yl)but-2-enyl bromide 
• 120657-79-6 methyl 4-(4'-methylcyclohex-3'-en-1-yl)pent-3-enoate 

Downstream Products

• 29837-07-8 (Z)-α-bisabolene 
• 120657-81-0 4-(4'-methylcyclohex-3'-en-1-yl)pent-3-en-1-al 

Relevant academic research and scientific papers

Synthesis of cis-α-Bisabolene

The nitrile, 3-(4'-methylcyclohex-3'-en-1-yl)but-2-enylcyanide (3) was produced by the reaction of cuprous cyanide in DMSO on 3-(4'-methylcyclohex-3'-en-1-yl)but-2-enyl bromide (2).On alcoholysis, the above cyanide furnished methyl 4-(4'-methyl-cyclohex-3'-en-1-yl)pent-3-enoate (4) which was smoothly reduced to the corresponding carbinol (5).The key intermediate, 4-methylcyclohex-3'-en-1-yl)pent-3-en-1-al (6) was prepared by the oxidation of the carbinol (5) with CrO3/Py which upon Wittig reaction with isopropylidene triphenylphosphorane gave cis-α-bisabolene.