HCID 21450069, compound → HCID 54394160, compound

Participants

Reaction Steps

0.500 g of a mixture containing equivalent amounts of the two diasteroisomers of 2,2,6-trimethyl-1-[3-methyl-pent-4-en-1-yl]-cyclohexa-3,5-dien-1-ol, obtained as indicated hereinbelow, and 0.025 g of potassium ter-butoxide in 8 ml of decaline were heated in an inert gas atmosphere in a sealed tube at 280° for 24 h. The reaction mixture was then diluted with diethyl ether, washed with water, dried over K2CO3 and finally concentrated. By bulb distillation 0.285 g of a fraction having B.p. 80°-100° /0.01 Torr were obtained. Pure 4,8,11,11-tetramethyltricyclo[5.3.1.03,8 ]undec-9-en-7-ol was isolated from the said fraction by vapour phase chromatography by means of a 5 % silicon column, of 5 mm x 2.5 m, at 190° . The yield of the final product, calculated on the amount used of the diastereomeric mixture of the starting alcohols, was of about 30 %.

Provenance & Evidence