Formaldehyde → N-Hydroxymethyl-3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.639 g (0.0024 mole) of 3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarboxamide and 6 ml of 37% formaldehyde solution were heated on a water bath at 65° C. for 1 hr, at which time dissolution was complete. The solution was stirred at room temperature for approximately 60 hr. The reaction mixture was divided into two 15 ml centrifuge tubes each extracted three times with ether. The combined extracts were dried over magnesium sulfate, decolorized with charcoal and evaporated to dryness. The residue weighing about 1.5 g was dissolved in ether, washed 5 times with 3 ml of water each time. The ether layer was again dried over magnesium sulfate and evaporated to dryness. The residue was triturated with hexane and ether to give 0.213 g (30.5%) of white powder, m.p. 113°-115° C.

Provenance & Evidence