Hydrochloric Acid → (2,5-Dimethylfuran-3-yl)methanol

HRID 1877044

Reaktionsgleichung

Reaktionsgleichung von HRID 1877044
[CH3:1][C:2]1[O:3][C:4]([CH3:10])=[CH:5][C:6]=1[C:7](Cl)=[O:8].[BH4-].[Na+].Cl.O>O1CCCC1>[CH3:1][C:2]1[O:3][C:4]([CH3:10])=[CH:5][C:6]=1[CH2:7][OH:8]

Komponenten

6

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 2,5-dimethylfuran-3-carbonyl chloride (5.0 g) in tetrahydrofuran (20 mL) was added dropwise to a suspension of sodium borohydride (3.4 g) in tetrahydrofuran (50 mL) at 0° C. and, after the completion of the dropwise addition, the mixture was stirred at 0° C. for 1 hr. The reaction mixture was treated with 1N hydrochloric acid, poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (3.8 g, 100%) as an oil.

Aufarbeitung

  1. additionafter the completion of the dropwise addition
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ec82b427591b410b992cbafd1a71bb53
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08309580B2

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