Tetrahydrofuran → HCID 70256258, compound

Participants

Reaction Conditions

Reaction Steps

In a mixture of 24 grams of THF and 43 grams of methylene chloride was dissolved 16.2 grams (0.05 mol) of 2-(4-hydroxyphenyl)-2-{4-(4-methyl-4-hydroxyphenyl)cyclohexyl}propane corresponding to formula (5f) wherein R4 is H. The solution was cooled to -30° C. with a dry ice/methanol bath. With stirring, 79.2 grams (1.4 mol) of liquid isobutene was added and 1.8 grams (0.012 mol) of trifluoromethanesulfonic acid was then added. Stirring was continued for 3 hours while keeping the reaction solution at a temperature of -10° C. to -5° C. Reaction was stopped by adding 2.4 grams (0.024 mol) of triethylamine to the reaction solution for neutralizing the acid. The reaction solution was mixed with 100 grams of chloroform and then washed three times with 100 grams of water. The solvent was distilled off from the organic layer, obtaining oily matter. The oil was purified by silica gel chromatography (eluent: chloroform/methanol), isolating 2-(4-tert-butoxyphenyl)2-{4-(4-methyl-4-tert-butoxyphenyl)cyclohexyl}propane corresponding to formula (5f) wherein R4 is a tert-butyl group. Amount 13.1 grams, yield 60.1%, purity 98.9%.

Provenance & Evidence