Water → Methyl-(8-phenyl-1,4-dioxaspiro[4.5]dec-8-yl)amine

Participants

Reaction Steps

LiAlH4 (535 mg, 14.08 mmol) was suspended in dry THF (4 ml) with exclusion of moisture from the atmosphere. 8-Isocyanato-8-phenyl-1,4-dioxaspiro[4.5]decane (2.29 g, 8.8 mmol, dissolved in 40 ml of dry THF) was added dropwise in the course of 20 min. When the addition was complete, the reaction mixture was heated to the boiling point under reflux for 4 h. After cooling, first aqueous THF (1 ml of H2O in 3 ml) was cautiously added to the reaction mixture, while cooling with ice, then 1.7 ml of 15 per cent strength sodium hydroxide solution and finally 5 ml of H2O. The mixture was stirred for 20 min and then filtered over silica gel. The solvent mixture obtained after washing the filter cake with ethyl acetate several times was concentrated to dryness on a rotary evaporator. The desired product was obtained in a yield of 2.1 g (97%) as a viscous oil.

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