Preparation of cis-hexahydrodibenzopyranones

Details Preparation of cis-hexahydrodibenzopyranones Preparation of cis-hexahydrodibenzopyranones

1978-03-31

1979-10-16

Chan, Nicky

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D31178

Patent

active

041713150

ABSTRACT:
Reaction of 4-(1-hydroxy-1-methylethyl)-3-cyclohexen-1-one with a 5-substituted resorcinol in the presence of boron tribromide, boron trifluoride or stannic chloride provides, depending upon the duration of reaction, either a 2,7-dihydroxy-5-isopropylidene-9-substituted-2,6-methano-3,4,5,6-tetrahydr o-2H-1-benzoxocin or a 6a,10a-cis-1-hydroxy-3-substituted-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro- 9H-dibenzo[b,d]pyran-9-one.

REFERENCES:
patent: 4054581 (1977-10-01), Blanchard et al.
March, "Advanced Organic Chemistry: Reaction Mechanism and Structure", McGraw-Hill Book Co., New York, N. Y., 1968, pp. 712-716.
House, "Modern Synthetic Reactions", W. A. Benjamin, Inc., New York, N.Y., 1965, pp. 276-280.
Archer et al., J. Org. Chem., 42, 2277 (1977).

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