Sodium Sulfite → HCID 13596601, Verbindung

HRID 260879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260879
Cl[C:2]1C=CC=C(C(OO)=O)C=1.[CH3:12][O:13][CH:14]([O:23][CH3:24])[C:15]1[CH:20]=[CH:19][C:18](SC)=[CH:17][CH:16]=1.C(=O)([O-])O.[Na+].[S:30]([O-:33])([O-])=[O:31].[Na+].[Na+]>ClCCl>[CH3:24][O:23][CH:14]([O:13][CH3:12])[C:15]1[CH:16]=[CH:17][C:18]([S:30]([CH3:2])(=[O:33])=[O:31])=[CH:19][CH:20]=1

Komponenten

6

Edukt 4

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 135965971-(Dimethoxymethyl)-4-(methylsulfanyl)benzene

Produkt 1

HCID 13596601HCID 13596601, VerbindungAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

m-Chloroperbenzoic acid (115.0 g, 0.567 mol) was added to a suspension of the 4-(methylthio)benzaldehyde dimethyl acetal (50.0 g, 0.252 mol) prepared in Preparative Example 1 and sodium hydrogencarbonate (73.1 g) in dichloromethane (1.00 l) at 0° to 10° C. in portions (over a period of about one hour and 20 minutes). The obtained suspension was stirred at room temperature for 18 hours and poured into an aqueous solution (1 l) of sodium sulfite (100.0 g) under cooling to decompose excess peracid. The resulting solution was extracted with dichloromethane and the organic layer was washed with a saturated aqueous solution of common salt, dried over magnesium sulfate and concentrated in a vacuum. The obtained solid residue was recrystallized from hexane/isopropyl ether/ethyl acetate to give the title compound as a colorless crystal (53.9 g, yield: 93%).

Aufarbeitung

  1. custom20 minutes
  2. temperatureunder cooling
  3. extractionThe resulting solution was extracted with dichloromethane
  4. washthe organic layer was washed with a saturated aqueous solution of common salt
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in a vacuum
  7. customThe obtained solid residue was recrystallized from hexane/isopropyl ether/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-500af003bf274e79a49687c600829137
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05530118

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