abstract |
1,130,935. Cyclohexylcyclopentane derivatives. BEECHAM GROUP Ltd. 23 Oct., 1967 [28 Oct., 1966], No. 48425/66. Heading C2C. The invention comprises compounds of the formula where R 1 and R 2 are alkyl of 1-6 carbon atoms or complete a 5- or 6-membered carbooyclic ring, R 3 and R 4 are H or together complete an additional bond and X is (H, OH) an oxygen atom or the group -YCH 2 CH 2 Y- where Y is O or S. The compounds are prepared by reducing compounds of the formula where X<SP>1</SP> is as defined for X and R 5 is H or alkyl of 1-6 carbon atoms by using metallic lithium in liquid ammonia and then treating with oxalic acid to give a product wherein R 3 and R 4 form a bond, and if desired, catalytically hydrogenating to give a product wherein R 3 and R 4 are H, and if desired, oxidizing a compound in which X is H, OH to the ketone, and if desired, when X is a ketal or thioketal group, removing this group by hydrolysis to give the ketone. |