反応 #502112

反応方程式

3-amino-1-propanol

nitric acid

→

title compound

収率 80.0%

3-(Nitrooxy)propylamine nitric acid salt

収率 80.0%

溶媒

acetic anhydride

反応条件

後処理

1. 1
   workup.WAITat room temperature for 10 minutes
2. 2
   その他The solvent was evaporated under vacuum at 40° C
3. 3
   workup.STIRRINGThe residue was stirred in diethylether (200 mL) until the product
4. 4
   その他precipitated
5. 5
   ろ過The mixture was filtered
6. 6
   その他the white crystalline solid was dried in vacuo

実験手順

A solution of 3-amino-1-propanol (6.17 g, 82.2 mmol) was added, drop-wise, to an ice-cooled solution of fuming nitric acid (90%, 12 mL) in acetic anhydride (50 mL). The reaction was stirred in an ice-bath for 10 minutes and then at room temperature for 10 minutes. The solvent was evaporated under vacuum at 40° C. The residue was stirred in diethylether (200 mL) until the product precipitated. The mixture was filtered and the white crystalline solid was dried in vacuo to give the title compound (12.1 g, 80% yield). 1H NMR (300 MHz, DMSO-d6) δ 4.57 (br. t, 2H), 2.8-3.0 (m, 2H), 1.98-1.93 (m, 2H). 13C NMR (75 MHz, DMSO-d6) δ 70.9, 36.1, 24.5. MS m/z 121 (M−NO3)+.

出典