Reaction #53206

Reaction equation

4-nitrobenzaldehyde

azetidine-hydrochloride

sodium cyanoborohydride

→

4-(Azetidin-1-yl-methyl)-nitrobenzene

Solvents

ethanol

ethyl acetate

Conditions

Workup

1. 1
   Washwashed with water
2. 2
   Otherafter chromatography of the residue on silica gel (ethyl acetate/methanol/NH4OH=95:5:0.5) a light brown oil is obtained

Procedure

6.2 g (41 mmol) of 4-nitrobenzaldehyde and 3.8 g (40.6 mmol) of azetidine-hydrochloride are dissolved in 120 ml of ethanol. 2.6 g (41 mmol) of sodium cyanoborohydride are added at 0° C. The mixture is slowly heated to ambient temperature and then stirred for 18 hours. Then the solvent is eliminated in vacuo, the residue is taken up in ethyl acetate and washed with water. The solvent is eliminated in vacuo and after chromatography of the residue on silica gel (ethyl acetate/methanol/NH4OH=95:5:0.5) a light brown oil is obtained.

Source