Nitric Acid → 3-Nitroxypropylamine nitrate

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)+.

1. waitat room temperature for 10 minutes
2. customThe solvent was evaporated under vacuum at 40° C
3. stirringThe residue was stirred in diethylether (200 mL) until the product
4. customprecipitated
5. filtrationThe mixture was filtered
6. customthe white crystalline solid was dried in vacuo

ORD-Eintrag

ord-a07659336dab42c5bcf85a12328cdc28

Quelldatensatz

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08088762B2