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

HRID 1183078Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1183078
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-49eeb06c8f03415daca202c7a1e0af81
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664217B2

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