Sodium Hydroxide → 6-Hydroxy-4,4-dimethylhexane-1,2-diyl dinitrate

HRID 1676005Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1676005
[N+](C1C=CC(C([O:10][CH2:11][CH2:12][C:13]([CH3:26])([CH3:25])[CH2:14][CH:15]([O:21][N+:22]([O-:24])=[O:23])[CH2:16][O:17][N+:18]([O-:20])=[O:19])=O)=CC=1)([O-])=O.[OH-].[Na+]>C1COCC1.CCO.C(=O)(O)[O-].[Na+]>[N+:18]([O-:20])([O:17][CH2:16][CH:15]([O:21][N+:22]([O-:24])=[O:23])[CH2:14][C:13]([CH3:26])([CH3:25])[CH2:12][CH2:11][OH:10])=[O:19]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 582094543,3-Dimethyl-5,6-bis(nitrooxy)hexyl 4-nitrobenzoate

Produkt 1

HCID 597787456-Hydroxy-4,4-dimethylhexane-1,2-diyl dinitrate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 516892Sodium BicarbonateLösungsmittelHCID 21873804Tetrahydrofuran ethanolLösungsmittel

Versuchsvorschrift

To a solution of 3,3-dimethyl-5,6-bis(nitrooxy)hexyl 4-nitrobenzoate (1.9 g, 4.73 mmol) in THF:EtOH 1:1 (12 ml) a aqueous solution of NaOH 3N (3.8 ml, 11.4 mmol) was added and the mixture was stirred at room temperature for 3 hrs. Then the mixture was diluted with a saturated solution of sodium bicarbonate and the product was extracted with EtOAc (3×30 ml). The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure, affording the title compound which was used in the subsequent step without further purification.

Aufarbeitung

  1. extractionthe product was extracted with EtOAc (3×30 ml)
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5a7fb8c7b8e348bba5198b718f1aa3a2
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003811B2

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