Mallinckrodt, Inc.

Mallinckrodt Specialty Chemicals Company

Mallinckodt Inc.

Prairie Plant Systems Inc.

John Robert Duchek

Henry J Buehler

Douglas C Caskey

Hong Gu

J Kendall Killgore

&#x394;9 tetrahydrocannabinol (THC) esters comprising the reaction product of THC with at least one aryl sulfonyl chloride in the presence of at least one tertiary amine. The resulting aryl sulfonic THC esters are highly crystalline and stable at room temperature in air, allowing for indefinite storage. The aryl sulfonic THC esters can be recrystallized for purification, and then hydrolyzed to recover the purified THC.

Cannabinoid crystalline derivatives and process of cannabinoid purification

A process for preparing (+)-p-mentha-2,8-diene-1-ol comprising reacting (+)-limonene oxide with at least one amine in the presence of at least one Lewis acid to form amine adduct intermediates. The amine adduct is then oxidized to form an N-oxide that is pyrolized to form (+)-p-mentha-2,8-diene-1-ol.

Process for preparation of (+)-p-mentha-2,8-diene-1-ol

A multi-step method of synthesizing ketorolac, an analgesic compound, is shown. Several of the reactions and intermediate compounds are novel. The reaction sequence begins with the known compound N-2-bromoethylpyrrole.

Synthesis of compounds useful in the manufacture of ketorolac

This invention relates to the drug, ketorolac and the synthesis of compounds useful in the manufacture of ketorolac. Ketorolac tromethamine is a pharmaceutical compound useful as an analgesic.

D-propoxyphene can be prepared by reacting d-oxyphene and propionic anhydride. Preferably, an excess of propionic anhydride is used. The reaction easily proceeds at temperatures of 70.degree. to 80.degree. C. and produces yields exceeding 95 percent of theory. The free base d-propoxyphene can easily be converted in high yields to its hydrochloride or napsylate salts, both analgesics.

Method of preparing D-propoxyphene

In a process for resolving 3-dimethylamino-2-methylpropiophenone (3-DAMP) material, a methanol solution containing a mixture of both 1- and d-enantiomers of 3-DAMP is formed. To this solution, ditoluyl-(L)-tartaric acid or ditoluyl-(D)-tartaric acid is added, so as to precipitate either the 1- or d-enantiomer of 3-DAMP as a salt. The precipitate then is isolated as a salt of a substantially pure enantiomer of 3-DAMP.

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St. Louis, MO, United States of America

John Robert Duchek