Alright, so I have a cyclohexane, and I'm trying to synthesize several different things... First of all, how would I synthesize (from a cyclohexane) this:
cyclohexane-C~C-cyclohexane
(where ~ is a triple bond, - is single bond)
what I tried to do was... for two equivalents of cyclohexene (which i formed by radical bromination and dehydrohalogenation), add one equivalent of H-C~C-H... would that join the two cyclohexenes the way I want them to??
Secondly, to form this:
CH3-C~C-cyclohexane
Can you do this?
HC~CH -------(1. NaNH2, NH3; 2. CH3Br)---->CH3C~CH ------(1. NaNH2, NH3; 2. bromocyclohexane)------> CH3-C~C-cyclohexane
[where bromocyclohexane is formed by radical bromination of the starting material... am I allowed to add my starting material this late in a synthesis problem?]
Lastly... I have to synthesize this 2 ringed structure that I do not know how to name... but I'll try to describe it...
on a cyclohexene (double bond between C1 and C2) with a 2 carbon bridge connecting C3 and C6, there's [CO2CH3] group attached on C4
To synthesize that from cyclohexane... can I do....
form cyclohexene... halogenate to form 1,2-dibromocyclohexane... add NaH and 2-propanol to form 1,3-cyclohexadiene... add H-C~C-CO2CH3 [which i dont know if it's a valid reagent or not]... halogenate... and will I end up with the desired product?
Any help would be appreciated