Sodium methanethiolate → 5-chloro-2-methylsulfanylindan-1-one

HRID 433324

Reaktionsgleichung

Reaktionsgleichung von HRID 433324
Br[CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:11])[CH:8]=2)[C:3]1=[O:12].[CH3:13][S-:14].[Na+]>C(O)C>[Cl:11][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[C:3](=[O:12])[CH:2]([S:14][CH3:13])[CH2:10]2

Komponenten

4

Edukt 2

HCID 4378561Sodium methanethiolateHCID 113340692-Bromo-5-chloro-2,3-dihydro-1H-inden-1-one

Produkt 1

HCID 99207715-chloro-2-methylsulfanylindan-1-oneAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

0.98 g (4 mmol) of 2-bromo-5-chloroindan-1-one and 0.42 g (6 mmol) of sodium thiomethoxide are suspended in 5 ml of ethanol, treated in an ultrasonic bath for 30 minutes and then stirred at room temperature for 90 minutes. The reaction mixture is concentrated under reduced pressure and chromatographed on silica gel using toluene/ethyl acetate 10/1. The eluates are concentrated under reduced pressure, giving 0.63 g of 5-chloro-2-methylsulfanylindan-1-one of melting point 90° C.

Aufarbeitung

  1. additiontreated in an ultrasonic bath for 30 minutes
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. customchromatographed on silica gel
  4. concentrationThe eluates are concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4cd7ac684fc64c598b6cae5a0db0034f
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06667345B2

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