Acetone → HCID 86690975, compound

Participants

Reaction Conditions

Reaction Steps

Under argon, 7.6 g (23.3 mmol) of the compound of Example 15A were dissolved in 76 ml of THF, and a few granules of 4 Å molecular sieve were added. The mixture was then cooled to 0° C., and 53.7 ml (69.8 mmol) of a 1.3 M solution of 2-propylmagnesium chloride/lithium chloride complex in THF were slowly added dropwise. After the addition had ended, the reaction mixture was stirred at 0° C. for another 30 min. 2.6 ml (34.9 mmol) of anhydrous acetone were then added, and the reaction was stirred at 0° C. for another 1 h. 90 ml of 1 M hydrochloric acid were then added, and the reaction was allowed to slowly warm to RT over a period of 40 min. The mixture was then extracted three times with ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated. The residue was triturated with petroleum ether with a little diethyl ether added, filtered off and dried. This gave 5.8 g (80% of theory) of the title compound as a white solid.

Provenance & Evidence