Reacción #311829

Ecuación de reacción

2-furanmethanol

N-methylhydroxylamine hydrochloride

formaldehyde

→

title compound

5-[[Hydroxy(methyl)amino]methyl]-2-furanmethanol

Disolventes

water

sodium bicarbonate

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONadded
2. 2
   Extracciónthe solution extracted with ethyl acetate (4×100 ml)
3. 3
   SecadoThe combined ethyl acetate extracts were dried (sodium sulphate)
4. 4
   Filtraciónfiltered
5. 5
   Otrothe filtrate evaporated
6. 6
   Otroto give an oil which
7. 7
   workup.DISTILLATIONwas distilled (6×10-1 mm/200°-210°)

Procedimiento

A mixture of 2-furanmethanol (14.7 g), N-methylhydroxylamine hydrochloride (13.8 g) and aqueous formaldehyde (36%, 18 ml) was stirred at 0° hr and at room temperature for 4 hr. The solution was diluted with water (100 ml), excess sodium bicarbonate added and the solution extracted with ethyl acetate (4×100 ml). The combined ethyl acetate extracts were dried (sodium sulphate), filtered and the filtrate evaporated to give an oil which was distilled (6×10-1 mm/200°-210°) to give the title compound (9.1 g).

Fuente