تفاعل #502120

ord-b4e169c47ad64c5594dc7637c431dec8

معادلة التفاعل

NCCO
2-Hydroxyethylamine
O=[N+]([O-])O
HNO3
CC(=O)OC(C)=O
Ac2O
O=[N+]([O-])[O-].[NH3+]CCO[N+](=O)[O-]
title compound
O=[N+]([O-])[O-].[NH3+]CCO[N+](=O)[O-]
2-(Nitrooxy)ethylammonium nitrate

المتفاعلات

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solvent was evaporated in high vacuo at 40° C
  2. 2
    أخرىThe residue was sonicated with ether
  3. 3
    ترشيحThe solid was filtered
  4. 4
    غسيلwashed with hexane

الإجراء التجريبي

2-Hydroxyethylamine (5 g, 81.9 mmol) in EtOAc (40 mL) was added drop-wise to a mixture of fuming HNO3 (18 g, 12 mL, 0.29 mol) and Ac2O (54 g, 50 mL, 0.53 mol) at −10° C. The reaction mixture was stirred at 0° C. for 10 minutes and at room temperature for 10 minutes. The solvent was evaporated in high vacuo at 40° C. The residue was sonicated with ether. The solid was filtered and washed with hexane to give the title compound as a white solid. Mp 92-94° C. 1H NMR (300 MHz, d6-DMSO) δ 7.71-8.25 (bs, 3H), 4.72 (t, J=5.0 Hz, 2H), 3.23 (d, J=5.0 Hz, 2H). 13C NMR (75 MHz, d6-DMSO) δ 70.9, 37.4.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08088762B2uspto-grants-2012_01