Question

Bring about the following conversion

Acetylene $\to 3-$ methoxy hexane

Answer 1

Acetylene reacts with excess soda amide and excess ethyl bromide to form $hex-3-yne$. This is followed by hydrogenation with Lindlar's catalyst to form cis $hex-3-ene$.
Reaction with methanol in acidic medium gives $3-methoxyhexane$.