2,6-Lutidine → HCID 66776186, compound

Participants

Reaction Conditions

Reaction Steps

Under argon, 3.65 g (7.95 mmol) of the compound from Example 3A are initially charged in 80 ml of dry toluene. At room temperature, 3.41 g (31.8 mmol, 4 eq.) of 2,6-lutidine are then added, and the mixture is cooled to −18° C. 3.65 ml (15.9 mmol, 2 eq.) of tert-butyldimethylsilyl trifluoromethanesulphonate are added dropwise to this solution. After 20 min, the reaction mixture is warmed to 0° C. and stirred at this temperature for a further 55 min. For work-up, saturated ammonium chloride solution (100 ml) is added and the mixture is, after warming to room temperature, extracted with ethyl acetate. The aqueous phase is extracted two more times with ethyl acetate and the combined organic phases are washed with saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue is purified by chromatography (silica gel, mobile phase: isohexane/ethyl acetate 9:1).

Provenance & Evidence