Potassium Carbonate → (5-(Difluoromethyl)furan-2-yl)methanol

HRID 560564Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 560564
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH2:11][C:12]1[O:13][C:14]([CH:17]([F:19])[F:18])=[CH:15][CH:16]=1)(=O)C>CO>[F:18][CH:17]([F:19])[C:14]1[O:13][C:12]([CH2:11][OH:10])=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 53728052(5-(Difluoromethyl)furan-2-yl)methyl acetate

Produkt 1

HCID 20079677(5-(Difluoromethyl)furan-2-yl)methanolAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a suspension of potassium carbonate in anhydrous methanol (10%, 50 mL) was added (5-(difluoromethyl)furan-2-yl)methyl acetate (4.21 g, 22.16 mmol). The reaction mixture was stirred at ambient temperature for 20 minutes, filtered and concentrated in vacuo. The residue was purified by column chromatography eluted with ethyl acetate/hexane (3/7) to afford (5-(difluoromethyl)furan-2-yl)methanol as a yellow oil in 96% yield (3.15 g): 1H NMR (300 MHz, CDCl3) δ 6.55 (t, JH-F=54.2 Hz, 1H), 6.58-6.55 (m, 1H), 6.34-6.26 (m, 1H), 4.59 (d. J=5.9 Hz, 2H).

Aufarbeitung

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by column chromatography
  4. washeluted with ethyl acetate/hexane (3/7)

Quellen und Nachweise

ORD-Eintrag
ord-bc41e2476d0c4d1d91622ffa9a7097f9
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063084B2

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