4-Piperidinol, 1,2,2,6,6-pentamethyl- → HCID 20492431, compound

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Reaction Steps

30 parts of 1,2,2,6,6-pentamethylpiperidin-4-ol were dissolved in 250 parts of benzene and 4 parts of sodium added. The solution was heated overnight at reflux temperature and then cooled. 38 parts of 2-phenoxyethanol tosylate were added dropwise and the solution heated at reflux for 5 hours. On cooling the precipitate was filtered off and the filtrate evaporated in vacno. Treatment of the residue with dilute hydrochloric acid and then basification with dilute sodium hydroxide to a pH 10 was followed by extraction with ether. Evaporation afforded a pale yellow oil which was chromatographed on alumina to give 4-(2'-phenoxyethoxy)1,2,2,6,6-pentamethylpiperidine as a colourless oil which gave the following elemental analysis by weight:

Provenance & Evidence