Which of the following amines can be prepared by Gabriel phthalimide reaction?

Which of the following amines can be prepared by Gabriel phthalimide reaction?
  1. t-butylamine
  2.  n-butylamine
  3. triethylamine
  4. neo-pentylamine

Solution

Gabriel phthalimide is used to prepare primary amine.

In first step SN2 reaction takes place which is possible in less stearically hindered chloride. Alkyl chloride required for other amines has high stearic hindrance therefore, stearically hindered amine can't be produced from those alkyl chlorides.

Asked in: JEE Main 2019 (08 Apr Shift 1)

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