Process for hydride transfer reduction rearrangement of 8-exo-hydroxymethyl-endo-tricyclo [5.2.1.0.sup.2,6 ] decane to form tricyclo [5.3.1.0.sup.3,8 ] undecane
AssigneeKao Soap Co., Ltd.
InventorsYoshiaki Inamoto, Yoshiaki Fujikura, Kiyoshi Tsuchihashi, Eiji Kashihara
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Abstract
The hydride transfer reduction rearrangement of 8-exo-hydroxymethyl-endo-tricyclo [5.2.1.0.sup.2,6 ] decane in the presence of concentrated sulfuric acid and a hydride source provides 4-homoisotwistane (tricyclo [5.3.1.0.sup.3,8 ] undecane).
Claims6
A process for preparing tricyclo[5.3.1.0.sup.3.8 ]undecane having the formula (II), ##STR5## which comprises, reacting one part by weight of 8-exo-hydroxymethyl-endo-tricyclo[5.2.1.0.sup.2,6 ]decane having the formula (I) ##STR6## with from 1 to 1000 parts by weight of concentrated sulfuric acid having a concentration of from 75 to 100%, and with from 1 to 1000 parts by weight of a hydrocarbon selected from the group consistingof n-pentane, n-hexane, n-heptane, n-octane, cyclopentane, cyclohexane, cyclooctane, methylcyclohexane, isooctane, petroleum ether and mixtures thereof, at a temperature of from -20.degree. C to 100.degree. C, until a substantial quantity of the formula (II) compound is formed, and recovering the formula (II) compound from the reaction mixture.
Dependencies are inferred from the claim text.