B. Saha et M. Streat, CATION-EXCHANGE RESIN-CATALYZED ESTERIFICATION OF ACETIC-ACID WITH 2-(1-CYCLOHEXENYL)CYCLOHEXANONE, Catalysis letters, 51(1-2), 1998, pp. 121-127
Self-aldol condensation of cyclohexanone yields a mixture of 2-(1-cycl
ohexenyl)cyclohexanone (I), 2-cyclohexylidenecyclohexanono (II) and su
bsequent condensation products. An acid-treated clay catalyst was empl
oyed to selectively obtain the beta, gamma-unsaturated ketone (I). (I)
was separated from the reaction mixture by fractional vacuum distilla
tion and subsequently esterified with acetic acid to synthesise the co
rresponding ester, 2-(2-cyclohexyl acetate)cyclohexanone, a precursor
of [1,1-biphenyl]-2,2'-diol, which has applications in plasticizers, p
esticides, as a diluent in epoxy resins, etc. The applicability of cat
ion exchange resins and an acid-treated clay for the esterification of
2-(1-cyclohexenyl)cyclohexanone with acetic acid was explored.