Water → 2,2-Dimethyl-3-(2-hydroxyethyl)-chroman

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Reaction Steps

While cooling with ice, a solution of 50 g (0.2 mol) of 3-ethoxycarbonylmethyl-2,2-dimethyl-chroman in 250 ml of absolute diethyl ether is added dropwise within a period of 1 hour to a suspension of 7.6 g (0.2 mol) of lithium aluminium hydride in 200 ml of absolute diethyl ether. The reaction mixture is then stirred for 3 hours at room temperature and then carefully decomposed with 7.5 ml of water, 7.5 ml of sodium hydroxide solution (15%) and 23 ml of water. The resulting precipitate is filtered off. The filtrate is dried over sodium sulfate and concentrated by evaporation in vacuo, yielding 39.5 g (95% of the theoretical yield) of 2,2-dimethyl-3-(2-hydroxyethyl)-chroman in the form of a colourless oil.

Provenance & Evidence