반응 #8181

반응 방정식

3-amino-1-propanol

nitric acid

→

title compound

수율 80.0%

3-(Nitrooxy)propylamine nitric acid salt

수율 80.0%

용매

acetic anhydride

반응 조건

후처리

1. 1
   workup.WAITat room temperature for 10 minutes
2. 2
   기타The solvent was evaporated under vacuum at 40° C
3. 3
   workup.STIRRINGThe residue was stirred in diethyl ether (200 mL) until the product
4. 4
   기타precipitated
5. 5
   여과The mixture was filtered
6. 6
   기타the white crystalline solid was dried in vacuo

실험 절차

A solution of 3-amino-1-propanol (6.17 g, 82.2 mmol) was added, dropwise, to an ice-cooled solution of fuming nitric acid (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 diethyl ether (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 (DMSO-d6) δ 4.57 (br. t, 2 H), 2.8–3.0 (m, 2H), 1.96 (m, 2H). 13C NMR (DMSO-d6) δ 70.9, 36.1, 24.5. MS(API) m/z 121 (M−NO3)+.

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