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

HRID 893152

Reaktionsgleichung

Reaktionsgleichung von HRID 893152
[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 under stirring at 0° C. 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-16b9f54970b840549ef35a9d5e1a4854
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05122523

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