Two steps in a synthesis of the analgesic ibuprofen include a carbonyl condensation reaction, followed by an alkylation reaction. identify intermediates a and b in the synthesis of ibuprofen.

Question

Chemistry

Warren Mercer

23 May, 05:31

Two steps in a synthesis of the analgesic ibuprofen include a carbonyl condensation reaction, followed by an alkylation reaction. identify intermediates a and b in the synthesis of ibuprofen.

+1

Answers (1)

Know the Answer?

Mackenzie · Answer 1

Ibuprofen is synthesized by reacting ethyl 2 - (4-isobutylphenyl) acetate with base, the base abstracts the acidic proton and enolate is formed which on reaction with diethyl carbonate generates diethyl 2 - (4-isobutylphenyl) malonate (A). diethyl 2 - (4-isobutylphenyl) malonate on treatment with Base again looses the acidic proton and forms enolate. The enolate with treatment with Methyl Iodide yields diethyl 2 - (4-isobutylphenyl) - 2-methylmalonate (B). diethyl 2 - (4-isobutylphenyl) - 2-methylmalonate on hydrolysis give Ibuprofen.