Preparation of rose oxide predominantly containing the Z isomer

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D30904

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044291442

ABSTRACT:
A mixture of Z- and E-2-[2-methylprop-1-en-1-yl]-4-methyltetrahydropyran isomers, of the formulae Z-I and E-I ##STR1## containing not less than 85% of Z-I and not more than 15% of E-I, is prepared by a process wherein 2-[2-methylprop-1-en-1-yl]-4-methylenetetrahydropyran of the formula II ##STR2## is hydrogenated over a platinum dioxide or platinum/charcoal catalyst in the presence of a strongly acidic cation exchanger. The product is a useful fragrance material which also occurs naturally and is known as rose oxide.

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