Abstract

AbstractAddition of hydrogen chloride gas to a solution of Δ8‐tetrahydrocannabinol in dry dichloromethane at ‐60° in the presence of zinc chloride results in the formation of a higher concentration of 9‐α‐chlorohexa‐hydrocannabinol (75%) than the thermodynamically more stable 9‐β‐chlorohexahydrocannabinol (25%). The two isomers can be separated by reverse‐phase hplc. Elimination of hydrogen chloride from 9‐α‐chlorohexa‐hydrocannabinol using potassium t‐amylate under anhydrous conditions gives exclusively Δ9,11‐tetrahydrocannabinol in overall yield of 65%.

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