Date- 09-01-2021

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REACTION OF THE DAY

Chemistry
Rosenmund Reduction

Hydrogenation reduction of acid chloride to aldehyde using BaSO 4 – poisoned catalyst.

Important Points :
1. BaSO 4 is responsible for poisoning the surface of the catalyst preventing over reduction to
corresponding alcohol.
2. In hydrated conditions, Rosenmund Reduction gives rise to some side products.
O O O O O
H2, Pd/BaSO4
H2O
+ C C + C
R Cl R H R O R R O R
3. Same process can also be carried out as follows
LiAlH(OBu)3
RCOCl –78°C
RCHO

R may be alkyl or aryl.

 

(1)
 Try Yourself

Me

O
H2
1. major product
Me Cl Poisoned Pd

The major product is

Me
Me
O
O H
(1) (2) H
H
H
H H

Me Me
O
H Me
(3) Me (4) Cl
O H H

Answer of Question Based on Perkin Reaction

1. Answer (2)

(2)