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Sodium Hydroxide → Glyceryl 1,2-Dinitrate

HRID 1437589
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1437589
C([O:4][CH2:5][CH:6]([O:12][N+:13]([O-:15])=[O:14])[CH2:7][O:8][N+:9]([O-:11])=[O:10])(=O)C.[OH-].[Na+]>C(O)C>[N+:9]([O-:11])([O:8][CH2:7][CH:6]([O:12][N+:13]([O-:15])=[O:14])[CH2:5][OH:4])=[O:10]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 224462152,3-Bis(nitrooxy)propyl acetate

Produkt 1

HCID 79076Glyceryl 1,2-Dinitrate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2.5 g of 2,3-bis(nitrooxy)propyl acetate in 25 mL of ethanol at 0. ° C. was added 469 mg of crushed NaOH powder. The reaction was stirred at 0° C. for 15 min upon which a cloudy suspension had formed. The resulting mixture was then poured onto ice cold 5% HCl and then extracted 3× with ether. The organics were combined and evaporated to remove most of the ethanol. The oil was then redissolved in ether, dried (Na2SO4), filtered and concentrated in vacuo to give a pale yellow oil which was used immediately without further purification. 1H NMR (500 MHz, acetone-d6): δ 5.59-5.52 (m, 1H), 5.05 (dd, 1H), 4.86 (dd, 1H), 4.60-4.50 (bs, OH), 3.95 (dd, 2H).

Aufarbeitung

  1. customhad formed
  2. additionThe resulting mixture was then poured onto ice cold 5% HCl
  3. extractionextracted 3× with ether
  4. customevaporated
  5. customto remove most of the ethanol
  6. dissolutionThe oil was then redissolved in ether
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customto give a pale yellow oil which
  11. customwas used immediately without further purification

Quellen und Nachweise

ORD-Eintrag
ord-bc5a1a43b9e141f6aee726600c0c4b6c
Quelldatensatz
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07622501B2

Notizen zur Reaktion

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