Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Methylamino)butan-1-ol | HCID 9833937 | — |
| Solvent | (+-)-2-Butanol | HCID 6568 | — |
| Product | HCID 86676821 | HCID 86676821 | 52.2% |
Reaction Steps
5 g 4-(Methylamino)butan-1-ol (0.049 mol) is slowly added to 15 g HNO3 (100%, 0.24 mol) at −10° C., care being taken that the temperature does not rise above 10° C. The mixture is stirred for 10 min at 0° C., then poured on ice (15 g) and stirred for 2 h at room temperature. 33 g 2-Butanol is added slowly at 0° C., the obtained mixture (pH 0-1) neutralised (to pH 6) with 15.6 g NaHCO3 at 0° C., filtered and the organic phase dried over MgSO4. 1.2 g Norrit 2× is added, the mixture filtered, and the filtrate evaporated to give 5.4 g (52%) N-methyl-N-(4-nitroxybutyl)ammonium nitrate. 1H-NMR (200 MHz, DMSO-d6): 1.56-1.78 (m, 4H); 2.54 (t, J=5.5, 3H); 2.84-2.97 (m, 2H); 4.52 (t, J=5.9, 2H); 8.30 (br. s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729115B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-fb0e872ec54841119e6b7e9efb775008 |
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| Source note | uspto-grants-2014_05 |
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