Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 6-(2-hydroxyethyl)-6H-furo[2,3-c]pyridin-7-one

HRID 2196062Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2196062
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.O1CCCCC1[O:24][CH2:25][CH2:26][N:27]1[CH:32]=[CH:31][C:30]2[CH:33]=[CH:34][O:35][C:29]=2[C:28]1=[O:36].C(=O)([O-])O.[Na+]>CO>[OH:24][CH2:25][CH2:26][N:27]1[CH:32]=[CH:31][C:30]2[CH:33]=[CH:34][O:35][C:29]=2[C:28]1=[O:36]

Komponenten

5

Edukt 3

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 516892Sodium BicarbonateHCID 686754816-[2-(tetrahydropyran-2-yloxy)ethyl]-6H-furo[2,3-c]pyridin-7-one

Produkt 1

HCID 686744936-(2-hydroxyethyl)-6H-furo[2,3-c]pyridin-7-oneAusbeute 73,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Pyridinium p-toluenesulfonate (0.21 g, 0.85 mmol) was added to a methanol solution (20 ml) of 6-[2-(tetrahydropyran-2-yloxy)ethyl]-6H-furo[2,3-c]pyridin-7-one (0.45 g, 1.7 mmol), and stirred at room temperature for 2 days. An aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Diethyl ether was added to the residue to precipitate crystals. The crystals were collected by filtration and dried to thereby obtain 223 mg (yield: 73%) of 6-(2-hydroxyethyl)-6H-furo[2,3-c]pyridin-7-one as a white powder.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. additionDiethyl ether was added to the residue
  5. customto precipitate crystals
  6. filtrationThe crystals were collected by filtration
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3de3215239604ee49de91cff1418ad12
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338406B2

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