CBD isomerization with pTSA.
To a solution of CBD (1000g) in 20L of anhydrous CH2Cl2 (or toluene), pTSA (500g) was added at room temperature, under a nitrogen atmosphere. The reaction was stirred in the same conditions for 48h. After that, the mixture was diluted with Et2O and washed with a saturated solution of NaHCO3. The organic layer was collected, washed with brine, dried over anhydrous Na2SO4 and concentrated. CH2Cl2: yield Δ8-THC ~940g; Toluene: yield Δ9-THC ~820g, Δ8-THC ~10g.
CBD isomerization with pTSA and MW.
To an open vessel was added CBD (500g), 1L of hexane, and 15.22g of pTSA. Reaction was irradiated in a modified commercial microwave oven for 5 min (1200W). The temperature of the reactions was monitored using a Teflon braided thermocouple beaded thermometer. The reaction mixture was poured into a sodium bicarbonate-saturated solution and extracted with dichloromethane. The combined organic layer was washed with brine, dried over Na2SO4, and evaporated under vacuum. Yield Δ8-THC ~393g; Δ9-THC ~16g.
CBD isomerization with pTSA and SN.
To an open vessel was added CBD (500g), 1L of toluene, and 15.22g of pTSA. Reaction was sonicated using an ultrasonic bath (40KHz) for 10 min at 60°C. . The temperature of the reactions was monitored using a Teflon braided thermocouple beaded thermometer. The reaction mixture was poured into a sodium bicarbonate-saturated solution and extracted with dichloromethane. The combined organic layer was washed with brine, dried over Na2SO4, and evaporated under vacuum. Yield Δ8-THC ~352g; Δ9-THC ~72g.
To a solution of CBD (1000g) in 20L of anhydrous CH2Cl2 (or toluene), pTSA (500g) was added at room temperature, under a nitrogen atmosphere. The reaction was stirred in the same conditions for 48h. After that, the mixture was diluted with Et2O and washed with a saturated solution of NaHCO3. The organic layer was collected, washed with brine, dried over anhydrous Na2SO4 and concentrated. CH2Cl2: yield Δ8-THC ~940g; Toluene: yield Δ9-THC ~820g, Δ8-THC ~10g.
CBD isomerization with pTSA and MW.
To an open vessel was added CBD (500g), 1L of hexane, and 15.22g of pTSA. Reaction was irradiated in a modified commercial microwave oven for 5 min (1200W). The temperature of the reactions was monitored using a Teflon braided thermocouple beaded thermometer. The reaction mixture was poured into a sodium bicarbonate-saturated solution and extracted with dichloromethane. The combined organic layer was washed with brine, dried over Na2SO4, and evaporated under vacuum. Yield Δ8-THC ~393g; Δ9-THC ~16g.
CBD isomerization with pTSA and SN.
To an open vessel was added CBD (500g), 1L of toluene, and 15.22g of pTSA. Reaction was sonicated using an ultrasonic bath (40KHz) for 10 min at 60°C. . The temperature of the reactions was monitored using a Teflon braided thermocouple beaded thermometer. The reaction mixture was poured into a sodium bicarbonate-saturated solution and extracted with dichloromethane. The combined organic layer was washed with brine, dried over Na2SO4, and evaporated under vacuum. Yield Δ8-THC ~352g; Δ9-THC ~72g.
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