Which of the following represents correct sequence of reagents for the Gabriel phthalimide reaction to obtain ethyl amine?

(1) Phthalimide (2) KOH (3) ethyl chloride/ DMF (4) aq HCl.

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(1) Phthalimide (2) aq HCl (3) ethyl chloride/ DMF (4) KOH.

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(1) ethyl chloride/ DMF (2) KOH (3) phthalimide (4) aq HCl.

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(1) ethyl chloride/ DMF (2) aq HCl (3) phthalimide (4) KOH.

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Solution

The correct option is A (1) Phthalimide (2) KOH (3) ethyl chloride/ DMF (4) aq HCl.
The following represents correct sequence of reagents for the Gabriel phthalimide reaction to obtain ethyl amine.
(1) Phthalimide (2) KOH (3) ethyl chloride/ DMF (4) aq HCl.
Phthalimide first reacts with KOH to form potassium phthalimide. Potassium phthalimide then reacts with ethyl chloride/DMF to form N-ethylphthalimide. Hydrolysis of N-ethylphthalimide with aq HCl gives phthalic acid and ethyl amine.

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