The carbon adjacent to a nitrile group (CN) can be deprotonated using LDA and alkylated with an alkyl halide, analogous tothe alkylation of ketones. Use this knowledge and apply it to design a synthetic plan that would suite the transformationshown below.МеBrOEtMeМеO 1) Mg 2) NaCN 3) MeBr 4) H30+, heat 5) E1OH, H2SO4 (catalytic)O 1) NaCN 2) MeMgBr 3) H3O+ 4) EtOH, H2SO4 (catalytic)O 1) NaCN 2) LDA 3) MeBr 4) LİAIH4 5) H3O*, heat 6) E1OH, H2S04 (catalytic)O 1) NACN 2) LDA 3) MeBr 4) H3O*, heat 5) E1OH, H2SO4 (catalytic)none of the other answer choices are correct

Applying concept of organic synthesis.

The carbon adjacent to a nitrile group (CN) can be deprotonated using LDA and alkylated with an alkyl halide, analogous to the alkylation of ketones. Use this knowledge and apply it to design a synthetic plan that would suite the transformation shown below. Me Br Me Me 1) Mg 2) NaCN 3) MeBr 4) H3O*, heat 5) EtOH, H2SO4 (catalytic) 1) NaCN 2) MeMgBr 3) H3O+ 4) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) LİAIH4 5) H3O*, heat 6) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) H3O†, heat 5) EtOH, H2SO4 (catalytic) none of the other answer choices are correct

The carbon adjacent to a nitrile group (CN) can be deprotonated using LDA and alkylated with an alkyl halide, analogous to the alkylation of ketones. Use this knowledge and apply it to design a synthetic plan that would suite the transformation shown below. Me Br Me Me 1) Mg 2) NaCN 3) MeBr 4) H3O, heat 5) EtOH, H2SO4 (catalytic) 1) NaCN 2) MeMgBr 3) H3O+ 4) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) LİAIH4 5) H3O, heat 6) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) H3O†, heat 5) EtOH, H2SO4 (catalytic) none of the other answer choices are correct

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 71AP: A problem often encountered in the oxidation of primary alcohols to acids is that esters are...

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