[?less]

I came across this issue in my studies...
I start out with CH3-C (triple bond)C--H, I then react it with NaNH2, proceeded bu NH3 (as far as I can tell I only have one of each) this should leave me with Trans-Alkene correct? Then I add CH3Br, which then a methyl group would be added...that would give me result A, now if I take result A and add Li, NH3...this is where I get lost... In my book, I never see an examples of "C--H" with the begging product so I am not sure If I even what I got so far is right. any feed back would help a lot.

when I 1st saw this reaction I thought NaNH2 would "break apart" Na+ and -NH2. This would attack the C--H bond and leave me with CH3-C(triple bound)C-, which would react with CH3Br leaving me with CH3-C(triple bond)C-Ch3,then all that's left to react with would be Li,NH3....and I am lost on whats right and wrong.
thanks for reading.

[Honclbrif]

You got a little more lucid in that second section and seem to be on track there.

What is the result of reacting CH₃C=C-H with NaNH₂, then CH₃Br?.

What happens when you react that product with Li in NH₃?