Thionyl Chloride → HCID 58566473, Verbindung

HRID 1909521Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1909521
S(Cl)([Cl:3])=O.[CH3:5][C:6]1[S:10][C:9]2[C:11]([CH2:15]O)=[CH:12][CH:13]=[CH:14][C:8]=2[CH:7]=1>ClCCl>[Cl:3][CH2:15][C:11]1[C:9]2[S:10][C:6]([CH3:5])=[CH:7][C:8]=2[CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 58566649HCID 58566649, Verbindung

Produkt 1

HCID 58566473HCID 58566473, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Thionyl chloride (0.415 mL, 5.69 mmol) was added slowly to an ice cold solution of the alcohol (510) (0.203 g, 1.14 mmol) in dichloromethane (6.0 mL). The reaction mixture was stirred and warmed to room temperature for 1 h. The resulting solution was quenched slowly with saturated sodium bicarbonate (10 mL) and extracted with dichloromethane, the organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to provide the intermediate 7-(chloromethyl)-2-methylbenzo[b]thiophene (511) (0.150 g, 67.0%) as a yellow oil.

Aufarbeitung

  1. customThe resulting solution was quenched slowly with saturated sodium bicarbonate (10 mL)
  2. extractionextracted with dichloromethane
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-45eb69f456ab4a11aea34defb0814329
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598374B2

Notizen zur Reaktion

Wird geladen…