Formaldehyde → 4-Piperidinol, 1,2,2,6,6-pentamethyl-

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Reaction Steps

A mixture of 18 grams of commercially available 2,2,6,6-tetramethyl-4-hydroxypiperidine, 18 grams of an aqueous solution containing 37% of formaldehyde and 4 milliliters of formic acid containing 1% water is placed in a 100-ml., round-bottomed flask and heated on a steam bath for 7 hours. The contents are cooled, made basic with sodium hydroxide and extracted with ether. The ether extract is dried using anhydrous magnesium sulfate and the ether evaporated. The residue, a white solid, is purified by sublimation at 90°C. at 0.05 torr. The purified 1,2,2,6,6-pentamethyl-4-hydroxypiperidine has a melting point of 70°-71°C.

Provenance & Evidence