[figure] This reduction reaction is known as:
- Wolff-Kishner reduction
- Etard reduction
- Stephen reduction
- Rosenmund reduction
Answer
(4) Rosenmund reduction
Solution
RCOCl + H2 Pd-BaSO4 RCHO + HCl
∵ BaSO4 poisons Pd, so the acid chloride is reduced only up to the aldehyde (–CHO)
(A): Wolff–Kishner: C=O → CH2 (NH2NH2/KOH) ⇒ (A) is wrong
(B): Étard: Ar-CH3 → Ar–CHO (CrO2Cl2) ⇒ (B) is wrong
(C): Stephen: R–CN → R–CHO (SnCl2/HCl, then H3O+) ⇒ (C) is wrong
(D): acid chloride → aldehyde with H2, Pd–BaSO4 = Rosenmund reduction ⇒ (D) is correct
Answer: (4)