JEE Main levelSingle correct optionDifficulty 2 of 3co024
Cyclohexanone is heated with pyrrolidine (a cyclic secondary amine) and a catalytic amount of acid, with water being removed. The product is
A2-(pyrrolidin-1-yl)cyclohexan-1-one
B1-(cyclohex-1-en-1-yl)pyrrolidine
Ccyclohexanone oxime
D1-(pyrrolidin-1-yl)cyclohexan-1-ol
Answer: B
A secondary amine gives a carbinolamine which cannot form a neutral C=N bond, because nitrogen has no second hydrogen. Loss of water therefore proceeds towards the alpha carbon, giving the enamine.