Chapter 21: 18P (page 817)
Outline a synthesis of each Wittig reagent from Ph3P and an alkyl halide.
a.
b.
c.
Short Answer
a.
b.
c.
Step by step solution
Wittig reaction
In this reaction, the Wittig reagent is used that reacts with the carbonyl compound to form an alkene.
Product formation
a.
The reaction of triphenylphosphine with bromoethane results in the formation of ethyltriphenylphosphonium. It is further treated with BuLi to form the desired product.
The reaction is shown below:
Product formation in a
b.
The reaction of triphenylphosphine with 2-bromopropane results in the formation of isopropyltriphenylphosphonium. It is further treated with BuLi to form the desired product.
The reaction is shown below:
Product formation in b
c.
The reaction of triphenylphosphine with (bromomethyl) benzene results in the formation of benzyltriphenylphosphonium. It is further treated with BuLi to form the desired product.
The reaction is shown below:
Product formation of C
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