Question

Observe this compound:

Starting from benzylbromide, which sequence helps synthesize the given (above) compound ?

1: Reaction with $(Ph{)}_{3}P:$
2: Reaction with a super strong base
3: Reaction with cylohexanone

• A. 1; 2; 3
• B. 2; 1; 3
• C. 3; 2; 1
• D. 2; 3; 1

Answer 1

The correct option is A

1; 2; 3

Start with benzylbromide. Treat it with triphenylphosphine and get to the salt.
This salt, when treated with a super strong base like n-BuLi (n-butyl lithium),
loses a proton and becomes a phosphorus ylid.

This, when made to react with cyclohexanone, gives benzylidene cyclohexane: