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

HRID 374715

Reaktionsgleichung

Reaktionsgleichung von HRID 374715
[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-d0081a4a85f8479aa5d556c16d461c09
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05481036

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