Preparation of 4-formyltetrahydropyrans

Details Preparation of 4-formyltetrahydropyrans Preparation of 4-formyltetrahydropyrans

1987-08-26

1989-04-25

Chan, Nicky

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549 60, 546268, C07D30906, C07D33322

Patent

active

048249734

ABSTRACT:
4-Formyltetrahydropyrans of the general formula I ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.12 -alkenyl, C.sub.1 -C.sub.6 -alkoxy-substituted C.sub.1 -C.sub.12 -alkyl, C.sub.4 -C.sub.12 -cycloalkyl, unsubstituted or substituted aryl, hetaryl or aralkyl, or an unsubstituted or substituted, saturated or unsaturated 5-membered or 6-membered ring which may be interrupted by N, O or S, are prepared by a process in which a pyran derivative of the general formula II ##STR2## where R.sup.1 is as defined above, R.sup.2 and R.sup.3 are each OH or together are an oxygen atom and thus form an oxirane ring, and R.sup.4 is hydrogen where R.sup.2 and R.sup.3 are each OH, and is hydrogen or tert-butoxycarbonyl where R.sup.2 and R.sup.3 together are an oxygen atom, is treated at elevated temperatures with a catalyst selected from the group consisting of zeolites, phosphates, boric acid on a carrier and silica or mixtures of these. Novel 4-formyltetrahydropyrans are also proposed.

REFERENCES:
patent: 2870214 (1959-01-01), Perry et al.
patent: 4011278 (1977-03-01), Plank et al.
patent: 4306106 (1981-12-01), Kerr et al.
Blanchard, Jr. et al., JACS, 85, 955 (1963).
Yvernault et al., C. A., 70, 96110e (1969).
CA 79, 66132g (1973).
CA 79, 12628e (1973).
CA 76, 25029y (1972).
CA 87, 151967t (1977).
CA 87, 23051c (1977).
CA 100, 68212j (1984).

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