Water → 5,5'-[Methylenebis(oxy)]bis(4,4-dinitropentan-1-ol)

HRID 255390Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 255390
[N+:1]([C:4]([N+:29]([O-:31])=[O:30])([CH2:11][O:12][CH2:13][O:14][CH2:15][C:16]([N+:26]([O-:28])=[O:27])([N+:23]([O-:25])=[O:24])[CH2:17][CH2:18][C:19](OC)=[O:20])[CH2:5][CH2:6][C:7](OC)=[O:8])([O-:3])=[O:2].O>B.C1COCC1>[N+:1]([C:4]([N+:29]([O-:31])=[O:30])([CH2:11][O:12][CH2:13][O:14][CH2:15][C:16]([N+:23]([O-:25])=[O:24])([N+:26]([O-:28])=[O:27])[CH2:17][CH2:18][CH2:19][OH:20])[CH2:5][CH2:6][CH2:7][OH:8])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 962Water2×HCID 20165452HCID 20165452, Verbindung

Produkt 1

HCID 230483335,5'-[Methylenebis(oxy)]bis(4,4-dinitropentan-1-ol)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2723981Borane;tetrahydrofuranLösungsmittel

Versuchsvorschrift

Dimethyl 4,4,10,10-tetranitro-6,8-dioxatridecane-1,13-dioate (28.8 g) was dissolved in 139 mL of BH3.THF with ice-cooling and under a nitrogen atmosphere. The solution was stirred at room temperature for 3 days, after which time 27 mL of water was added slowly and the mixture was heated at 60° C. for 5 minutes. After cooling, the mixture was poured into 200 mL of water, and the product was extracted with ether. The ether solution was washed with aqueous sodium bicarbonate solution, then with water, and dried (MgSO4) After removal of the solvent, the crude product was recrystallized from dichloromethane. Yield: 19.9 g (79%); M.P. 72.5°-3.5° C. 1H NMR spectrum (CDCl3 /TMS): δ 4.76 (s, 2H); 4.41 (s, 4H); 2.69 (m, 4H); 1.59 (m. 4H).

Aufarbeitung

  1. temperaturecooling and under a nitrogen atmosphere
  2. temperaturethe mixture was heated at 60° C. for 5 minutes
  3. temperatureAfter cooling
  4. extractionthe product was extracted with ether
  5. washThe ether solution was washed with aqueous sodium bicarbonate solution
  6. dry with materialwith water, and dried (MgSO4)
  7. customAfter removal of the solvent
  8. customthe crude product was recrystallized from dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-43b4e8df805249e79b05612a754afddb
Quelldatensatz
uspto-grants-1987_10
Patentnummer
USH0000351

Notizen zur Reaktion

Wird geladen…