Methyl morpholine oxide → 1,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridin-8-one

HRID 2389900Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2389900
[CH2:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]3[CH2:12][CH2:11][CH:10]([OH:13])[C:8]3=2)[O:3][CH2:2]1.C[N+]1([O-])CCOCC1>C(#N)C>[CH2:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]3[CH2:12][CH2:11][C:10](=[O:13])[C:8]3=2)[O:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 82029Methyl morpholine oxideHCID 591793711,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridin-8-ol

Produkt 1

HCID 591793681,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridin-8-oneAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A suspension of 1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridin-8-ol (500 mg, 2.82 mmol), 4 Å molecular sieves (1 g), 4-methylmorpholine N-oxide (825 mg, 7.05 mmol) and tetra-n-propylammonium perruthenate(VII) (99 mg, 0.282 mmol) in acetonitrile (15 mL) was stirred at room temperature for 15 min. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (335 mg, yield 68%).

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-f4fb486558a648f39559cb141f8c0017
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273761B2

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