Your team has been asked to devise a synthesis of the tertiary alcohol

Chapter 8, Problem 61

(choose chapter or problem)

Your team has been asked to devise a synthesis of the tertiary alcohol 2-cyclohexyl-2-butanol, A.Your laboratory is well stocked with the usual organic and inorganic reagents and solvents. Aninventory check reveals that there are many appropriate bromoalkanes and alcohols on hand. Asa group, analyze alcohol A retrosynthetically and propose all possible strategic disconnections.Check the inventory to see if a particular route is feasible in terms of available starting materials.Then divide the proposed routes evenly among yourselves to evaluate the merits or pitfalls of thesestrategies. Write a detailed synthetic plan based on your chosen retrosynthesis for the synthesis of2-cyclohexyl-2-butanol. Reconvene to defend or reject these plans. Finally, take into considerationthe prices of your starting materials. Which one of your routes to A is the cheapest?Target Molecule Inventory (Price)2-Bromobutane ($57/500 g) Cyclohexanol ($16/kg)Bromocyclohexane ($91/kg) 1-Cyclohexylethanol ($106/25 g)Bromoethane ($36/kg) Cyclohexylmethanol ($21/25 g)Bromomethane ($640/kg) (Bromomethyl)cyclohexane ($137/100 g)2-Butanol ($31/kg)OH2-Cyclohexyl-2-butanol