Question

— О

Design a 4 step synthesis of the following target molecule from any alkene. Name all the organic products in each step.

Answer 1

Given compound is Butanal

-CH-CH=CH2 сн-сч, – су =CH), - В. Н. step Hydroboration Сн, сҢ, С, Н, Tributys. borone CH.CH, CH, C4, в в"-lee, cн, сч,ццац, ву step-2 I-bromobutane ан, ен, сн, с, Ве ков, сен, су, 19, он Step 1-Butanol сн. сH, - , -сH, он Pyridinium Chlorochromate сус , Сң сць С Рcc) с но Step-y Butanan

Step 1 is hydroboration.

Alkene on treatment with diborane forms Tri alkyl boranes.

1- butene on hydroboration forms tributyl borane.

Step 2:

Tributyl borane on treatment with Bromine in the presence of base forms n-butyl bromide.

Step 3:

n- butyl bromide on treatment with aqueous KOH, gives 1-butanol

Step 4:

1-butanol on treatment with mild oxidising agent such PCC or Jones reagent forms aldehydes.

If we use strong oxidizing agents such acidic potassium dichromate or alkaline potassium permanganate forms carboxylic acids. Hence mild oxidising agents are required.