Sodium sulfate decahydrate → HCID 68663620, Verbindung

HRID 452636Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 452636
[CH3:1][S:2][C:3]1[CH:12]=[CH:11][C:6]([C:7](OC)=[O:8])=[CH:5][C:4]=1[C:13]([F:16])([F:15])[F:14].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:1][S:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][OH:8])=[CH:5][C:4]=1[C:13]([F:14])([F:15])[F:16]

Komponenten

5

Edukt 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 68664439HCID 68664439, Verbindung

Produkt 1

HCID 68663620HCID 68663620, VerbindungAusbeute 95,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 4-(methylthio)-3-(trifluoromethyl)benzoate (10.0 g, 40.0 mmol) in tetrahydrofuran (100 mL) was added lithium aluminum hydride (1.52 g, 40.0 mmol) at 0° C. by small portions, and the resulting mixture was stirred for 15 min. Sodium sulfate decahydrate (12.9 g, 40.0 mmol) was added to the reaction mixture by small portions, and the obtained mixture was further stirred at room temperature for 1 hr. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=1/1), and crystallized from hexane/ethyl acetate to give the title compound (8.46 g, yield 95%) as colorless crystals.

Aufarbeitung

  1. stirringthe obtained mixture was further stirred at room temperature for 1 hr
  2. filtrationInsoluble material was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=1/1)
  5. customcrystallized from hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-1bb689f3aac04b25a15a787a1b9b6a07
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492378B2

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