Propane sultone → 3-(2,3,3-Trimethyl-3H-pyrrolo[2,3-b]pyridin-7-ium-7-yl)propane-1-sulfonate

HRID 1480506Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1480506
[CH3:1][C:2]1[C:3]([CH3:12])([CH3:11])[C:4]2[C:5]([N:10]=1)=[N:6][CH:7]=[CH:8][CH:9]=2.[CH2:13]1[CH2:19][S:16](=[O:18])(=[O:17])[O:15][CH2:14]1>C(#N)C.C(OCC)(=O)C>[CH3:1][C:2]1[C:3]([CH3:12])([CH3:11])[C:4]2[C:5]([N:10]=1)=[N+:6]([CH2:14][CH2:13][CH2:19][S:16]([O-:18])(=[O:17])=[O:15])[CH:7]=[CH:8][CH:9]=2

Komponenten

5

Edukt 2

HCID 14264Propane sultoneHCID 222668362,3,3-Trimethyl-3H-pyrrolo[2,3-b]pyridine

Produkt 1

HCID 577633353-(2,3,3-Trimethyl-3H-pyrrolo[2,3-b]pyridin-7-ium-7-yl)propane-1-sulfonateAusbeute 138,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 9 g of 2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridine and 20.6 g of 1,3-propanesultone is heated at 60° C. for 3 h. The reaction mixture is then dissolved in 100 mL of acetonitrile, and 300 mL of ethyl acetate is added. The resulting sticky solid is again stirred in 300 mL of ethyl acetate to yield 22 g of the product.

Quellen und Nachweise

ORD-Eintrag
ord-ce45c61d17174cffa29acf2c8a28c10b
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09408924B2

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