تفاعل #53206

ord-ebebe92616344816b517ea4dc75ba6dd

معادلة التفاعل

O=Cc1ccc([N+](=O)[O-])cc1
4-nitrobenzaldehyde
C1CNC1.Cl
azetidine-hydrochloride
[BH3-]C#N.[Na+]
sodium cyanoborohydride
O=[N+]([O-])c1ccc(CN2CCC2)cc1
4-(Azetidin-1-yl-methyl)-nitrobenzene

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06855710B2uspto-grants-2005_02