Process for production of delta-9- tetrahydrocannabinol
Disclosed is a process for the preparation of a delta-9-tetrahydrocannabinol product as represented by the general formula (I), wherein: R1 is H, alkyl, carboxylic ester, or acyl; R2 is H, OH, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, or heteroaryl; R3 is H, alkyl, carboxylic ester, o...
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creator | BIOLATTO, BETINA BURDICK, DAVID C HABERSHAW, ALICIA COLLIER, STEVEN J JOS, FREDERIC MECKLER, HAROLD PAUL, BERNHARD J HELLE, MARK A |
description | Disclosed is a process for the preparation of a delta-9-tetrahydrocannabinol product as represented by the general formula (I), wherein: R1 is H, alkyl, carboxylic ester, or acyl; R2 is H, OH, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, or heteroaryl; R3 is H, alkyl, carboxylic ester, or acyl; and R4 is H, alkyl, silyl, acyl, alkylsulfonyl, arylsulfonyl, alkylphosphoryl, or arylphosphoryl; said process comprising: treating a first intermediate compound of the formula (II) such as cannabidiol with an organoaluminium-based Lewis acid catalyst (such as triisobutylaluminium, ethyl aluminium dichloride, diethylaluminium chloride, isobutyl aluminium dichloride, diisobutylaluminium chloride, trimethylaluminium, triethylaluminium, triisopropylaluminium, trioctylaluminium, tridecylaluminium, diisobutylaluminium acetate), in an organic solvent (such as hexane, heptane, toluene, xylene, dichloromethane, or mixtures thereof) under conditions effective to produce the product compound. |
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HELLE, MARK A</creatorcontrib><description>Disclosed is a process for the preparation of a delta-9-tetrahydrocannabinol product as represented by the general formula (I), wherein: R1 is H, alkyl, carboxylic ester, or acyl; R2 is H, OH, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, or heteroaryl; R3 is H, alkyl, carboxylic ester, or acyl; and R4 is H, alkyl, silyl, acyl, alkylsulfonyl, arylsulfonyl, alkylphosphoryl, or arylphosphoryl; said process comprising: treating a first intermediate compound of the formula (II) such as cannabidiol with an organoaluminium-based Lewis acid catalyst (such as triisobutylaluminium, ethyl aluminium dichloride, diethylaluminium chloride, isobutyl aluminium dichloride, diisobutylaluminium chloride, trimethylaluminium, triethylaluminium, triisopropylaluminium, trioctylaluminium, tridecylaluminium, diisobutylaluminium acetate), in an organic solvent (such as hexane, heptane, toluene, xylene, dichloromethane, or mixtures thereof) under conditions effective to produce the product compound.</description><language>eng</language><subject>CHEMISTRY ; 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R2 is H, OH, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, or heteroaryl; R3 is H, alkyl, carboxylic ester, or acyl; and R4 is H, alkyl, silyl, acyl, alkylsulfonyl, arylsulfonyl, alkylphosphoryl, or arylphosphoryl; said process comprising: treating a first intermediate compound of the formula (II) such as cannabidiol with an organoaluminium-based Lewis acid catalyst (such as triisobutylaluminium, ethyl aluminium dichloride, diethylaluminium chloride, isobutyl aluminium dichloride, diisobutylaluminium chloride, trimethylaluminium, triethylaluminium, triisopropylaluminium, trioctylaluminium, tridecylaluminium, diisobutylaluminium acetate), in an organic solvent (such as hexane, heptane, toluene, xylene, dichloromethane, or mixtures thereof) under conditions effective to produce the product compound.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2011</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZDAPKMpPTi0uVkjLL1IoKMpPKU0uyczPU8hPU0hJzSlJ1LXUVShJLSlKzKhMAapMzMtLTMrMy8_hYWBNS8wpTuWF0twMcm6uIc4euqkF-fGpxQWJyal5qSXxflGmZuYGRpaOxgQVAADSDCz6</recordid><startdate>20110930</startdate><enddate>20110930</enddate><creator>BIOLATTO, BETINA</creator><creator>BURDICK, DAVID C</creator><creator>HABERSHAW, ALICIA</creator><creator>COLLIER, STEVEN J</creator><creator>JOS, FREDERIC</creator><creator>MECKLER, HAROLD</creator><creator>PAUL, BERNHARD J</creator><creator>HELLE, MARK A</creator><scope>EVB</scope></search><sort><creationdate>20110930</creationdate><title>Process for production of delta-9- tetrahydrocannabinol</title><author>BIOLATTO, BETINA ; BURDICK, DAVID C ; HABERSHAW, ALICIA ; COLLIER, STEVEN J ; JOS, FREDERIC ; MECKLER, HAROLD ; PAUL, BERNHARD J ; HELLE, MARK A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_NZ567029A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>2011</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>BIOLATTO, BETINA</creatorcontrib><creatorcontrib>BURDICK, DAVID C</creatorcontrib><creatorcontrib>HABERSHAW, ALICIA</creatorcontrib><creatorcontrib>COLLIER, STEVEN J</creatorcontrib><creatorcontrib>JOS, FREDERIC</creatorcontrib><creatorcontrib>MECKLER, HAROLD</creatorcontrib><creatorcontrib>PAUL, BERNHARD J</creatorcontrib><creatorcontrib>HELLE, MARK A</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>BIOLATTO, BETINA</au><au>BURDICK, DAVID C</au><au>HABERSHAW, ALICIA</au><au>COLLIER, STEVEN J</au><au>JOS, FREDERIC</au><au>MECKLER, HAROLD</au><au>PAUL, BERNHARD J</au><au>HELLE, MARK A</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Process for production of delta-9- tetrahydrocannabinol</title><date>2011-09-30</date><risdate>2011</risdate><abstract>Disclosed is a process for the preparation of a delta-9-tetrahydrocannabinol product as represented by the general formula (I), wherein: R1 is H, alkyl, carboxylic ester, or acyl; R2 is H, OH, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, or heteroaryl; R3 is H, alkyl, carboxylic ester, or acyl; and R4 is H, alkyl, silyl, acyl, alkylsulfonyl, arylsulfonyl, alkylphosphoryl, or arylphosphoryl; said process comprising: treating a first intermediate compound of the formula (II) such as cannabidiol with an organoaluminium-based Lewis acid catalyst (such as triisobutylaluminium, ethyl aluminium dichloride, diethylaluminium chloride, isobutyl aluminium dichloride, diisobutylaluminium chloride, trimethylaluminium, triethylaluminium, triisopropylaluminium, trioctylaluminium, tridecylaluminium, diisobutylaluminium acetate), in an organic solvent (such as hexane, heptane, toluene, xylene, dichloromethane, or mixtures thereof) under conditions effective to produce the product compound.</abstract><oa>free_for_read</oa></addata></record> |
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subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY |
title | Process for production of delta-9- tetrahydrocannabinol |
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