Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 178444110, Verbindung

Pyridinium p-toluenesulfonate (0.9 g, 3.6 mmol) was added to a solution of 1-cyano-1-(trans-4-methoxycyclohexyl)-4,4-(ethylenedioxy)decane (47) (6.2 g, 18.3 mmol) obtained in the first step dissolved in 120 mL of ethanol, and refluxed under heating for 10 hours. The reaction mixture was cooled to room temperature and then put in 100 mL of a saturated sodium bicarbonate aqueous solution, and then extracted with 100 mL of ethyl acetate. The resulting organic layer was washed with water (100 mL×2) and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by column chromatography (developing solvent: heptane/ethyl acetate=9/1, column packing: silica gel) to obtain 1-cyano-1-(trans-4-methoxycyclohexyl)-4-decanone (48) (5.1 g, 17.4 mmol). The resulting compound was in the form of a colorless liquid, and the yield based on the compound (47) was 95%.