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Question

Observe this compound:

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

1: Reaction with (Ph)3P:
2: Reaction with a super strong base
3: Reaction with cylohexanone


A

1; 2; 3

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B

2; 1; 3

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C

3; 2; 1

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D

2; 3; 1

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Solution

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:


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