1-Benzyl 2-methyl 4-methoxypyrrolidine-1,2-dicarboxylate → Benzyl 2-(1-hydroxycyclopropyl)-4-methoxypyrrolidine-1-carboxylate

Beteiligte Stoffe

Reaktionsschritte

A 3M solution of ethylmagnesium bromide (1.43 mL, 4.30 mmol) was added over a period of 40-60 minutes under stirring to a room temperature solution of 1-benzyl 2-methyl 4-methoxypyrrolidine-1,2-dicarboxylate (420 mg, 1.43 mmol) and titanium (IV) isopropoxide (0.086 mL, 0.286 mmol) in diethyl ether. The mixture was stirred for 1 hour at room temperature. The reaction was cooled to 0° C., treated with a few drops of saturated aqueous ammonium chloride, filtered through celite, and washed with diethyl ether. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford benzyl 2-(1-hydroxycyclopropyl)-4-methoxypyrrolidine-1-carboxylate. MS ESI calc'd. for C16H21Na4 [M+H]+ 292. found 292.

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