Potassium Carbonate → 2-[1,3]Dioxolan-2-yl-6-oxazol-5-yl-pyridine

HRID 376293Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 376293
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[N:11]=[C:10]([CH:12]=[O:13])[CH:9]=[CH:8][CH:7]=1.S([CH2:24][N:25]=[C:26]=O)(C1C=CC(C)=CC=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CO>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[CH:8][CH:9]=[C:10]([C:12]2[O:13][CH:26]=[N:25][CH:24]=2)[N:11]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 117890781-Isocyanatomethanesulfonyl-4-methylbenzeneHCID 193617196-[1,3]Dioxolan-2-yl-pyridine-2-carbaldehyde

Produkt 1

HCID 105607472-[1,3]Dioxolan-2-yl-6-oxazol-5-yl-pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1 g of 6-[1,3]dioxolan-2-yl-pyridine-2-carbaldehyde (5.58 mmol), 1.10 g of tosylmethyl isocyanate (5.63 mmol) and 0.80 g of potassium carbonate (5.79 mmol) are mixed in 15 ml of methanol. The suspension is heated under reflux for 2 hours. The methanol is separated off, the residue is taken up in a saturated aqueous solution of sodium chloride and the mixture is extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and then concentrated under vacuum. The title product is isolated by chromatography on a silica column (eluent: hexane/ethyl acetate; 50:50). 1.14 g of a yellow oil are obtained.

Aufarbeitung

  1. temperatureThe suspension is heated
  2. temperatureunder reflux for 2 hours
  3. customThe methanol is separated off
  4. extractionthe mixture is extracted with ethyl acetate
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4086eb7de1be46608c105d917d10e42e
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06020345

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