Potassium tert-butoxide → 1-[2-(2-Hydroxyethyl)phenyl]piperidin-2-one

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Reaction Steps

A solution of 5-bromo-N-[2-(2-hydroxyethyl)phenyl]pentanamide a2-1 (938 g, 3.28 mol, 1 eq) in THF (6 l) is cooled at −5° C. Potassium tert-butoxide (552 g, 4.92 mol, 1.5 eq) is added portionwise, without exceeding 0° C., then the mixture is warmed up to room temperature. The reaction mixture is washed with a saturated aqueous solution of NaCl (3×2 l). The aqueous layers are extracted with dichloromethane (2×2 l), the combined organic layers are dried over MgSO4, filtered and condensed under reduced pressure. The residue is recrystallized from tert-butyl methyl ether to afford 510 g of 1-[2-(2-hydroxyethyl)phenyl]piperidin-2-one a2-2.

Provenance & Evidence