Triethylamine → 4-(5-Ethylpyridin-2-yl)-1,3,2lambda~4~-dioxathiolan-2-one

HRID 882107Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 882107
C(N(CC)CC)C.[CH2:8]([C:10]1[CH:11]=[CH:12][C:13]([CH:16]([OH:19])[CH2:17][OH:18])=[N:14][CH:15]=1)[CH3:9].[S:20](Cl)(Cl)=[O:21]>ClCCl>[CH2:8]([C:10]1[CH:11]=[CH:12][C:13]([CH:16]2[CH2:17][O:18][S:20](=[O:21])[O:19]2)=[N:14][CH:15]=1)[CH3:9]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 232222451-(5-Ethylpyridin-2-yl)ethane-1,2-diol

Produkt 1

HCID 573520894-(5-Ethylpyridin-2-yl)-1,3,2lambda~4~-dioxathiolan-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4.98 mL (0.0387 mol) triethylamine was added to a solution of 3 g (0.017 mol) 1-(5-ethyl-pyridin-2-yl)-ethan-1,2-diol dissolved in 60 mL dichloromethane at 0-5° C. To this 1.43 mL (0.019 mol) thionyl chloride was added drop wise in 15 min and stirring was continued for 1 hr. Reaction mixture was quenched with 10% sodium bicarbonate solution. Product was extracted with dichloromethane, which was concentrated in vacuo to obtain titled product. Yield of the product was 3.44 g (90%).

Aufarbeitung

  1. customReaction mixture
  2. customwas quenched with 10% sodium bicarbonate solution
  3. extractionProduct was extracted with dichloromethane, which
  4. concentrationwas concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-37acf15354384931acbe4708bc6b5465
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993773B2

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