Process for making alkyl cyclopentenones

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568838, 560122, 560121, 549525, 549546, C07C 4552

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active

043295088

ABSTRACT:
A process for making mixed 2- and 3-C.sub.1 -C.sub.10 alkyl-2-cyclopenten-1-ones from a corresponding alkylcyclopentadiene by epoxidation to the oxiranes, hydrolysis to the diols, dehydration of the diols and rearrangement of the resulting mixed alkylcyclopentenones. The resulting product can be used to make methylcyclopentenolone, a synthetic maple flavor.

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patent: 4048242 (1977-09-01), Lauer et al.
Organic Synthesis, Col. vol. 5, pp. 326-328, 414-418, (1980).
Piancatelli et al., Tetrahedren, vol. 35(1), pp. 135-138, (1979).
Synthesis, 1980, pp. 118-119.
House, "Modern Synthetic Reactions", pp. 298-299, (1972), Benjamin Inc.
Norman, Principles of Organic Synthesis", Chapman & Hall, pp. 568-569, (1968).

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