Process for the preparation of dibenzo[b,d]pyrans

Details Process for the preparation of dibenzo[b,d]pyrans Process for the preparation of dibenzo[b,d]pyrans

1992-12-29

1994-08-30

Chan, Nicky

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D31180

Patent

active

053429710

ABSTRACT:
Dibenzo[b,d]pyrans are prepared by heating a dihydroxybenzoic acid derivative in the presence of a Lewis acid catalyst and an inert non-polar solvent in which the dihydroxybenzoic acid is soluble but in which the Lewis acid catalyst is insoluble or very slightly soluble. A typical embodiment involves the preparation of intermediates useful in the synthesis of dronabinol and related dibenzo[b,d]pyrans.

REFERENCES:
patent: 3919322 (1975-11-01), Brossi et al.
patent: 4025516 (1977-05-01), Razdan et al.
patent: 4116979 (1978-09-01), Razdan et al.
patent: 4381399 (1983-04-01), Olsen et al.
Chan et al., "A Biomimetic Synthesis of .DELTA..sup.1 -Tetrahydrocannabinol", Tetrahderon Letters, vol. 23, No. 29, pp. 2935-2938, Pergamon Press Ltd. (1982).
Crombie et al., "Synthesis of Cannabinoid Methyl Esters and Acids", J. Chem. Research (M), pp. 1301-1345 (1977).
Crombie et al., "Synthesis of Cannabinoid Methyl Esters and Acids", J. Chem. Research (S), pp. 114-115 (1977).
Crombie et al., "Cannabinoid Acids and Esters: Miniatruzied Synthesis and Chromatographic Study", Phytochemistry, vol. 16, pp. 1413-1420, Pergamon Press (1977).
Edery et al., "Structure-Activity Relationships in the Tetrahydrocannabinol Series: Modifications on the aromatic ring and in the side-chain", Arzneim. Forsch., pp. 1995-2003 (1972).
Petrzilka et al., "Synthese von Haschisch-Inhaltsstoffen", Helvetica Chimica Acta, vol. 52, Fasc. 4, Nr. 123, pp. 1102-1133 (1969).
Razdan et al., "Hashish. A Simple One-Step Synthesis of (-)-.DELTA..sup.1 -Tetrahydrocannabinol (THC) from p-Mentha-2,8-dien-1-ol and Olivetol", Journal of the American Chemical Society, 96:18, pp. 5860-5865 (Sep. 4, 1974).
Stoss et al., "A Useful Approach Towards .DELTA..sup.9 -Tetrahydrocannabinol", Synlett, pp. 553-554 (Aug. 1991).

Affiliated with

Also associated with

Rating

Process for the preparation of dibenzo[b,d]pyrans does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the preparation of dibenzo[b,d]pyrans, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the preparation of dibenzo[b,d]pyrans will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-30847