Reaktion #49834

Reaktionsgleichung

diethyl benzylmalonate

sodium borohydride

lithium chloride

acetic acid

→

2-benzyl-1,3-propanediol

Ausbeute 105.4%

Lösungsmittel

ethanol

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added
2. 2
   Temperaturunder cooling with ice
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
4. 4
   workup.ADDITIONWater and ethyl acetate were added to the residue
5. 5
   SonstigeThe ethyl acetate layer was separated
6. 6
   Waschenwashed with water and with a saturated sodium chloride aqueous solution
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Vorschrift

5 g of diethyl benzylmalonate was dissolved in a mixture of 120 ml of ethanol and 80 ml of THF, and 3.8 g of sodium borohydride and 4.3 g of lithium chloride were added thereto under cooling with ice. The mixture was stirred at room temperature for 2 hours. Then, 5.8 ml of acetic acid was added thereto, and the solvent was distilled off under reduced pressure. Water and ethyl acetate were added to the residue. The ethyl acetate layer was separated, washed with water and with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 3.5 g of 2-benzyl-1,3-propanediol as colorless solid.

Quelle