Sodium borohydride → 2-(Oxan-2-yl)ethan-1-ol

HRID 1010982Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1010982
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH:8]=[O:9].[BH4-].[Na+]>C(O)C>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][OH:9]

Komponenten

4

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a stirred solution of tetrahydro-2H-pyran-2-ylacetaldehyde (528 mg) in ethanol (5 mL) was added sodium borohydride granules (156 mg). The mixture was heated at 50° C. for 2 h under nitrogen. After cooling, the solvent was evaporated and the residue treated with brine. The mixture was acidified by careful addition of 2N HCl and this mixture was extracted with DCM (×3). The combined organics were washed with brine, dried using a hydrophobic frit and evaporated to give the title compound as a clear oil (465 mg).

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe solvent was evaporated
  3. additionthe residue treated with brine
  4. additionThe mixture was acidified by careful addition of 2N HCl
  5. extractionthis mixture was extracted with DCM (×3)
  6. washThe combined organics were washed with brine
  7. customdried
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-542488229d6947f593ff7a4b25fde9ec
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977344B2

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