Sodium Hydroxide → 3-Cyclohexyl-3-methylaminomethyloxetane

Participants

Reaction Steps

3-Cyclohexyl-3-formyloxetane (1.7 g) was dissolved in methanol (10 ml) at 25° C. In succession, anhydrous sodium acetate (3.3 g), methylamine hydrochloride (3.4 g) and sodium cyanoborohydride (630 mg) were added, followed by a further volume of methanol (30 ml). The mixture was stirred overnight and then basified with sodium hydroxide solution (1M, 22 ml) to pH9. Ether extraction, washing and drying, followed by evaporation gave 3-cyclohexyl-3-methylaminomethyloxetane as a colourless oil.

Provenance & Evidence