Sodium → (3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazine

HRID 458215Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 458215
[F:1][C:2]1[CH:12]=[CH:11][C:5]2[NH:6][C@@H:7]([CH3:10])[CH2:8][O:9][C:4]=2[C:3]=1[F:13].CC1C=CC(S(O)(=O)=O)=CC=1.[Na]>CCOC(C)=O>[F:1][C:2]1[CH:12]=[CH:11][C:5]2[NH:6][C@@H:7]([CH3:10])[CH2:8][O:9][C:4]=2[C:3]=1[F:13]

Komponenten

4

Edukt 2

HCID 5360545SodiumHCID 86596419(3S)-7,8-Difluoro-3-methyl-3,4-dihydro-2H-[1,4]benzo xazine.p-toluenesulfonate

Produkt 1

HCID 11041424(3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazineAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

(3S)-7,8-Difluoro-3-methyl-3,4-dihydro-2H-[1,4]benzoxazine•p-toluenesulfonate (1 g) was suspended in AcOEt (10 ml) and then an aqueous solution of sodium hdyrogencarbonate (NaHCO3; 10 ml) was added thereto. After stirring at room temperature for 1 hour, the mixture was extracted with AcOEt. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to thereby give the title compound (516 mg, 99.8% ee) as a yellow oily substance.

Aufarbeitung

  1. extractionthe mixture was extracted with AcOEt
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4152ceb1d7464204ae7e4f278f3f1b15
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07189847B2

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