Hydrochloric Acid → 10-Nitro-1-((tetrahydrofuran-3-yl)methyl)-1,2,3,5,6,7,8,9-octahydro-5,9-epoxyimidazo[1,2-a]azocine

HRID 1043525Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1043525
[N+:1]([CH:4]=[C:5]1[NH:9][CH2:8][CH2:7][N:6]1[CH2:10][CH:11]1[CH2:15][CH2:14][O:13][CH2:12]1)([O-:3])=[O:2].[CH:16](=[O:22])[CH2:17][CH2:18][CH2:19][CH:20]=O.Cl>C(#N)C>[N+:1]([C:4]1[CH:16]2[O:22][CH:20]([CH2:19][CH2:18][CH2:17]2)[N:9]2[CH2:8][CH2:7][N:6]([CH2:10][CH:11]3[CH2:15][CH2:14][O:13][CH2:12]3)[C:5]=12)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3485GlutaraldehydeHCID 668310512-(Nitromethylene)-1-((tetrahydrofuran-3-yl)methyl)imidazolidine

Produkt 1

HCID 5849625510-Nitro-1-((tetrahydrofuran-3-yl)methyl)-1,2,3,5,6,7,8,9-octahydro-5,9-epoxyimidazo[1,2-a]azocineAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a 50 ml round bottom flask was added 1.065 g (0.005 mol) 2-(nitromethylene)-1-((tetrahydrofuran-3-yl)methyl)imidazolidine, 30 ml acetonitrile, 3 ml 25% glutaraldehyde aqueous solution and catalytic concentrated HCl. The reaction was stirred at r.t. and monitored by TLC. After completion, the mixture was evaporated to remove solvent and purified by column chromatography to afford final product as yellow powder with 36% yield.

Aufarbeitung

  1. customAfter completion, the mixture was evaporated
  2. customto remove solvent
  3. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-aa5178eddc5d4e19a7e3654852cf319b
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563546B2

Notizen zur Reaktion

Wird geladen…