Sodium Bicarbonate → Voriconazole

HRID 1099521Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1099521
[CH3:1][C@H:2]([C@@:10]([OH:25])([C:17]1[CH:18]=[CH:19][C:20]([F:24])=[CH:21][C:22]=1[F:23])[CH2:11][N:12]1[N:16]=[CH:15][N:14]=[CH:13]1)[C:3]1[N:8]=[CH:7][N:6]=[CH:5][C:4]=1[F:9].[C@@]12(CS([O-])(=O)=O)C(C)(C)C(CC1)CC2=O.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH3:1][C@H:2]([C@@:10]([OH:25])([C:17]1[CH:18]=[CH:19][C:20]([F:24])=[CH:21][C:22]=1[F:23])[CH2:11][N:12]1[N:16]=[CH:15][N:14]=[CH:13]1)[C:3]1[N:8]=[CH:7][N:6]=[CH:5][C:4]=1[F:9]

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 86626425Voriconazole (1R)-(-)-10-camphorsulfonate

Produkt 1

HCID 71616VoriconazoleAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Voriconazole (1R)-(−)-10-camphorsulfonate (6 g, 10.3 mmol) was suspended in ethyl acetate (18 ml) and treated slowly with aqueous saturated solution of sodium bicarbonate (14.4 ml). The mixture was stirred for 10 minutes and allowed to settle. The organic phase was separated and the aqueous phase was re-extracted with ethyl acetate (13.5 ml). The combined organic phases were washed with deionised water (1.8 ml), filtered through paper and concentrated under reduced pressure to give a white solid (3.28 g, 91.11% yield).

Aufarbeitung

  1. customThe organic phase was separated
  2. extractionthe aqueous phase was re-extracted with ethyl acetate (13.5 ml)
  3. washThe combined organic phases were washed with deionised water (1.8 ml)
  4. filtrationfiltered through paper
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2c5bf0f15f59488483a12cee9edf4d56
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143397B2

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