organic chemistry help.. what reagent(single step) is needed to convert this group to another group?

Question

how do i convert in a single step C6H11COCH3 TO C6H11COCH2CH2CH3

IS IT C6CH11COCH3+CH2----------> H^+/H2O GIVES C6H11COCH2CH2CH3 am i correct

any way if some one could please show me step by step thank you.

Answer 1

It appears to me that the starting material is a ketone with CH3 and cyclohexyl being the two groups attached to the C=O. I do not know what reactions you have studied, but a possible reaction is to convert the ketone to an enolate using LDA, lithium diisopropylamide then add bromoethane to carry out an SN2 reaction using the enolate as the Nu.

C6H11C(O)CH3 + LDA ---> C6H11C(O)CH2:- <---> C6H11C(O-)=CH2 --CH3CH2-Br--> product

Answer 2

C6H11COCH3 (methyl hexyl ether) to C6H11COCH2CH2CH3 is propyl hexyl ether.



There is no good way to do this, but you need to break the ether into its parent alcohols. So the first step is to reflux with conc. H2SO4



This will yield hexanol and methanol. A fractional distillation will recover hexanol.



Next, react hexanol with sodium ethoxide in ethanol, then add bromopropane.



So it's:



1. H2SO4/Heat





2. EtONa/EtOH



3. PrBr (A Williamson ether synthesis)

Answer 3

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