Tetrahydrofuran → HCID 67297220, compound

Participants

Reaction Steps

A solution of ethylmagnesiumbromide (1M in THF; 0.15 mol; 150 ml) was charged into a 500 ml 3 necked round-bottom flask with an over-head stirrer, a thermometer, inert gas supply and an addition funnel at 10° C. under nitrogen. To this solution (2S)-3-(dimethylamino)-1-(3-(benzyloxy)phenyl)-2-methyl-1-propanone (3) (33.0 g; 0.11 mol) dissolved in THF (150 ml) was added dropwise at 10-15° C. After the addition was finished the batch was stirred at room temperature for 16 h and quenched with ammonium hydrogensulfate solution (150 ml). The phases were separated and the aqueous phase was re-extracted with 3-pentanone (150 ml). The combined organic phases were dried over sodium sulfate and the solvent was removed completely on the rotary evaporator at 45-50° C. and <10 mbar. A yellowish oil was obtained in 89% yield (32.0 g). [α]=−10.5° C.

Provenance & Evidence