Thionyl Chloride → HCID 58566473, Verbindung

HRID 445807Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 445807
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-6e38d76538f04dde9001aa6b6e3fb6c2
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476308B2

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