Thionyl Chloride → HCID 89996174, Verbindung

HRID 2276044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2276044
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8]O)[C:5]([I:10])=[CH:4][CH:3]=1.S(Cl)([Cl:13])=O>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][Cl:13])[C:5]([I:10])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 90001797HCID 90001797, Verbindung

Produkt 1

HCID 89996174HCID 89996174, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (6-chloro-3-iodo-pyridin-2-yl)-methanol (2.5 g, 9.3 mmol, 1 eq) in DCM (25 mL) was added thionyl chloride (0.68 mL, 9.3 mmol, 1 eq) in drop wise manner at 0° C. under nitrogen atmosphere. Resulting reaction mixture was stirred at room temperature for 16 hours. After complete consumption of starting material, reaction mixture was cooled to 0° C. and quenched by aqueous sodium bicarbonate (25 mL), extracted with DCM (3×70 mL). Combined organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure to get brown semisolid (2.5 g, crude). Crude title compound was used as such for the next reaction. 1H NMR not clean. LC-MS: No ionization.

Aufarbeitung

  1. customResulting
  2. customreaction mixture
  3. customAfter complete consumption of starting material, reaction mixture
  4. temperaturewas cooled to 0° C.
  5. customquenched by aqueous sodium bicarbonate (25 mL)
  6. extractionextracted with DCM (3×70 mL)
  7. dry with materialCombined organic phase was dried over anhydrous Na2SO4
  8. concentrationconcentrated under reduced pressure
  9. customto get brown semisolid (2.5 g, crude)

Quellen und Nachweise

ORD-Eintrag
ord-0796a9d1e17b482c94780890e10c49fe
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09131697B2

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