Reaktion #613470

Reaktionsgleichung

16-Hexadecanolide

lithium aluminium hydride

Potassium sodium tartrate

→

Hexadecane-1,16-diol

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGwith stirring
2. 2
   SonstigeThe phases were separated
3. 3
   Extraktionthe aqueous phase was extracted with diethyl ether (3×100 mL)
4. 4
   TrocknenThe combined organic layer was dried over MgSO4
5. 5
   SonstigeAfter evaporation of the solvent
6. 6
   Sonstigethe product was isolated as a white solid, which
7. 7
   Sonstigewas used for the next step without purification

Vorschrift

Under an argon atmosphere, 16-Hexadecanolide (4.860 g, 18.5 mmol) in THF (80 mL) was added with stirring to a suspension of lithium aluminium hydride (1.280 g, 33.7 mmol, 1.8 eq.) in THF (160 mL) at 0° C. Stirring was continued at this temperature for 1 h and for 3 more hours at r.t. Potassium sodium tartrate solution was carefully dropped to this mixture with stirring. The phases were separated and the aqueous phase was extracted with diethyl ether (3×100 mL). The combined organic layer was dried over MgSO4. After evaporation of the solvent, the product was isolated as a white solid, which was used for the next step without purification. Yield: 4.598 g (96%).

Quelle