Question

Tetracaine can be synthesized from benzene. The synthesis involves the following steps:

Benzene + CH3Cl, AlCl3 to form product A;

A + HNO3, H2SO4 to form product B;

B + KMnO4, H2O to form product C;

C + SOCl2 to form product D;

D + HOCH2CH2N(CH3)2 to form product E;

E + H2, Pt to form product F;

F + CH3CH2CH2CHO to form product G;

G + NaBH3CN to form Tetracaine.

Draw the structures of product C and product F.

Answer 1

CH3 CH3C AlC13 A. CH3 CH3 HNO3, H2SO4 NO2 CH3 COOH KMnO4 A1Cl NO NO2

0 COOH C--CI SoCl2 NO2 NO2 0 0 CH H2 H CH CH CH

CH3 0 CH3 H2 H H2 H CH3 CH3 H2, Pt NH2 NO2 0 CH3 CH CH3 CH3 H2 H HNCCCCH NH он

CH3 0 CH3 0% CH3 NaBH3CN HNCCCCH OH