1
Question
The following is the reaction sequence of the substrate isobutylbenzene.
Predict the products A, B, C, & D. The final product is
The following is the reaction sequence of the substrate isobutylbenzene.
Predict the products A, B, C, & D. The final product is
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Solution
The correct options are
A Ibuprofen
B an analgesic
C anti-pyretic
D a non-steroidal anti-inflammatory drug (NSAID)
Let us start with isobutyl benzene. First step to A is the Friedel-Crafts acylation, which is followed by hydroboride reduction:
The isobutyl group is abbreviated as i-Bu as shown. The OH group is replaced by the Br group, which is in turn displaced by CN group.
The nitrile is hydrolysed to give the acid – which goes by the drug name ibuprofen. It is both an analgesic and an anti-pyretic.
A Ibuprofen
B an analgesic
C anti-pyretic
D a non-steroidal anti-inflammatory drug (NSAID)
Let us start with isobutyl benzene. First step to A is the Friedel-Crafts acylation, which is followed by hydroboride reduction:
The isobutyl group is abbreviated as i-Bu as shown. The OH group is replaced by the Br group, which is in turn displaced by CN group.
The nitrile is hydrolysed to give the acid – which goes by the drug name ibuprofen. It is both an analgesic and an anti-pyretic.
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