Ethyl Acetate → HCID 59278652, compound

Participants

Reaction Steps

7.47 g (56.51 mmol) of R-(−)-2,3-dimethyl-1,3-dioxolane-4-methanol are initially charged in 80 ml of dry DMF, and 4.76 g (42.39 mmol) of potassium tert-butoxide are added. The mixture is stirred at RT for 15 min 4.00 g (28.26 mmol) of 6-chloronicotinaldehyde are then added. The reaction mixture is stirred at RT for 12 h. The mixture is then poured into a mixture of 100 ml of ethyl acetate and 100 ml of aq. sodium bicarbonate solution. The phases are separated, and the organic phase is washed twice with in each case 30 ml of water. The organic phase is dried over magnesium sulphate, and the solvent is removed on a rotary evaporator. The residue is purified by column chromatography on silica gel 60 (mobile phase gradient: cyclohexane/ethyl acetate 50:1→2:1). Without further purification, the product obtained in this manner is used for the subsequent step.

Provenance & Evidence