Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 86742992, compound

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Reaction Steps

The product, containing (6E,10Z)-3-(tert.-butyldimethylsilyloxy)-2,6,10-trimethyl-12-[(tetrahydro-2H-pyran-2-yl)oxy]-1,6,10-dodecatriene, is dissolved in 50 ml of isopropanol and treated with 350 mg of pyridinium p-toluenesulfonate. The reaction solution is stirred at room temperature for 6 hours under argon. After aqueous working-up the organic phase is dried and freed from the solvents. The residue is chromatographed on silica gel with ether-hexane 2:1. There is obtained (2Z,6E)-10-(tert.butyldimethylsilyloxy)-3,7,11-trimethyl-2,6,11-dodecatrien-1-ol which exhibits the following absorption bands in the IR spectrum: 3339 cm-1, 3071 cm-1, 1666 cm-1, 1651 cm-1, 1448 cm-1, 1251 cm-1, 1078 cm-1, 1022 cm-1, 1004 cm-1.

Provenance & Evidence