Sodium borohydride → 2-Buten-1-ol, 4-(phenylmethoxy)-, (E)-

HRID 21554

Reaktionsgleichung

Reaktionsgleichung von HRID 21554
[CH2:1]([O:8][CH2:9]/[CH:10]=[CH:11]\[CH:12]=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[CH2:1]([O:8][CH2:9]/[CH:10]=[CH:11]/[CH2:12][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

3.9 g of (Z)-4-benzyloxy-2-butenal was dissolved in 60 ml of ethanol, and 850 mg of sodium borohydride was added thereto at 0° C. under stirring. The mixture was stirred at 0° C. for 1.5 hours. The reaction solution was poured into ice water and extracted with ethyl acetate. The ethyl acetate solution was washed sequentially with water and with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure, and the residue was subjected to distillation under reduced pressure (2.0 mmHg, 142° C.) to obtain 2.2 g of (E)-4-benzyloxy-2-buten-1-ol as colorless oily substance.

Aufarbeitung

  1. stirringThe mixture was stirred at 0° C. for 1.5 hours
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate solution was washed sequentially with water and with a saturated sodium chloride aqueous solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThen, the solvent was distilled off under reduced pressure
  6. distillationthe residue was subjected to distillation under reduced pressure (2.0 mmHg, 142° C.)

Quellen und Nachweise

ORD-Eintrag
ord-ccea3061ac2a46f1a56e14b353c59448
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424309

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