Potassium Carbonate → HCID 13361845, compound

Participants

Reaction Conditions

Reaction Steps

0.26 g of sodium hydride (50% suspension in oil) is added to a solution of 0.75 g of 6-hydroxy-1,2,3,4-tetrahydroisoquinoline in 30 ml of dimethylformamide, and the mixture is stirred at 50° C. for 30 minutes. Then 2.04 g of (2RS,4SR)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethyl methanesulfonate are introduced, and the mixture is stirred at 80° C. for 5 hours. It is allowed to cool, 1.00 g of finely powdered potassium carbonate and 1.00 g of 4-chloromethylbiphenyl are added, and the mixture is stirred at 60° C. for a further 5 hours. After cooling, the solvent is removed at the oil pump in a rotary evaporator, and the residue is taken up with a mixture of 50 ml of water and 50 ml of methylene chloride. The organic phase is washed twice more with water, dried over magnesium sulfate and evaporated in a rotary evaporator. To purify the crude product, it is chromatographed on silica gel using a mixture of ethyl acetate and methanol 19:1. 1.7 g of a viscous oil (57% of theory) which gradually crystallizes is obtained. Melting point 103°-105°.

Provenance & Evidence