3,4,-dihydro-2H-pyrans

Details 3,4,-dihydro-2H-pyrans 3,4,-dihydro-2H-pyrans

1987-07-23

1989-07-04

Chan, Nicky

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549425, 549428, C07D30922

Patent

active

048452475

ABSTRACT:
3,4-dihydro-2H-pyrans I ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each H or C.sub.1 -C.sub.6 -alkyl and R.sup.3 is not C.sub.2 -C.sub.4 -alkyl when A is COOR.sup.5 and A is COOR.sup.5, .dbd.CHOR.sup.5, in which R.sup.5 is C.sub.1 -C.sub.4 -alkyl, or CH.sub.2 OR.sup.6, in which R.sup.6 is C.sub.1 -C.sub.4 -alkyl or is benzyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, alkoxy or halogen, or is formyl, C.sub.2 -C.sub.4 -alkylcarbonyl or benzoyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, alkoxy or halogen, are prepared by eliminating an alcohol from a 2-alkoxytetrahydropyran II ##STR2## where R.sup.7 is C.sub.1 -C.sub.18 -alkyl and A' is COOR.sup.5, CH(OR.sup.5).sub.2 or CH.sub.2 OR.sup.6, in which R.sup.5 and R.sup.6 have the meanings stated for I, the elimination being carried out by passing II, in the liquid or gaseous state, into a high boiling mineral oil at above the boiling point of the resulting dihydropyran I, removing I in gaseous form, replenishisng the high boiling mineral oil when it becomes enriched with byproducts, and removing the said mineral oil enriched with byproducts.

REFERENCES:
Houben-Weyl, Methoden der Organischen Chemie, Bd 614 1966, p. 85.
Journal of Organic Chemistry 44, 366 (1979).

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