A student proposes two routes to obtain ethylamine and diethylamine from ethanamide.
Route 1: treat ethanamide with lithium aluminium hydride in dry ether.
Route 2: treat ethanamide with lithium aluminium hydride in dry ether, then react the product with an excess of chloroethane in ethanol in a sealed tube.
Compare the two routes. In your answer, identify the product of each step, state the conditions needed, and explain why Route 2 gives a secondary amine rather than a primary amine.