Acetic Anhydride → 1,3-Diacetoxy-2-(2,4-difluorophenyl)-2-propanol

HRID 1003765

Reaktionsgleichung

Reaktionsgleichung von HRID 1003765
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:14])([CH2:12][OH:13])[CH2:10][OH:11].[C:15](OC(=O)C)(=[O:17])[CH3:16].[C:22](OCC)(=[O:24])[CH3:23]>N1C=CC=CC=1>[C:15]([O:11][CH2:10][C:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])([OH:14])[CH2:12][O:13][C:22](=[O:24])[CH3:23])(=[O:17])[CH3:16]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 112179522-(2,4-Difluorophenyl)-1,2,3-propanetriol

Produkt 1

HCID 154634621,3-Diacetoxy-2-(2,4-difluorophenyl)-2-propanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

In 100 ml of pyridine was dissolved 10 g of 2-(2,4-difluorophenyl)-1,2,3-propanetriol. To the resulting solution was added dropwise 1.1 g of acetic anhydride at room temperature. After the dropping, the resulting liquid was stirred at room temperature for 1 hour. Then, to the reaction mixture was added 50 ml of ethyl acetate, and an organic layer was separated therefrom. After the organic layer was washed with 1N aqueous solution of hydrochloric acid and further washed with water and saturated aqueous solution with sodium chloride. Then the organic layer was dried over anhydrous sodium sulfate. The resulting organic layer was filtered and the solvent was removed under reduced pressure. Thus obtained concentrate was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1) to give 12.5 g of the desired compound.

Aufarbeitung

  1. customan organic layer was separated
  2. washAfter the organic layer was washed with 1N aqueous solution of hydrochloric acid
  3. washfurther washed with water and saturated aqueous solution with sodium chloride
  4. dry with materialThen the organic layer was dried over anhydrous sodium sulfate
  5. filtrationThe resulting organic layer was filtered
  6. customthe solvent was removed under reduced pressure
  7. customThus obtained
  8. concentrationconcentrate
  9. customwas purified by column chromatography on silica gel (hexane:ethyl acetate=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-21d4e998dbbf4a1da335593bc4d26aa2
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046354

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