Ethyl 1-tert-butyl-cyclohexyl-carboxylate → 1-tert-Butylcyclohexane-1-carboxylic acid

HRID 894368Notes

Reaction equation

HRID 894368 reaction equation
C(O[K])CCC.[C:7]([C:11]1([C:17]([O:19]CC)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)([CH3:10])([CH3:9])[CH3:8]>CS(C)=O>[C:7]([C:11]1([C:17]([OH:19])=[O:18])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)([CH3:10])([CH3:8])[CH3:9]

Participants

4

Reactant 2

HCID 20575452Ethyl 1-tert-butyl-cyclohexyl-carboxylateHCID 178454393potassium butan-1-olate

Product 1

HCID 1856061-tert-Butylcyclohexane-1-carboxylic acid

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

BuOK in 300 cm3 of anhydrous dimethylsulfoxide and 15.5 g of ethyl 1-tert-butyl-cyclohexyl-carboxylate were heated for 7 hours at 110° C. The mixture was then poured on ice. By acidification with dilute HCl the tert-butyl-cyclohexyl-carboxylic acid was precipitated.

Workup

  1. additionThe mixture was then poured on ice
  2. customBy acidification with dilute HCl the tert-butyl-cyclohexyl-carboxylic acid was precipitated

Sources & evidence

ORD record
ord-640f40da0e294733a65df52f9f6ace52
Source dataset
uspto-grants-1981_08
Patent number
US04283420

Reaction notes

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