Reaktion #64235

Reaktionsgleichung

sodium hydride

8-hydroxy-7-methoxy-1-octene

tosylate

1-hexadecanol

→

title compound

8-(Hexadecyloxy)-7-methoxy-1-octene

Lösungsmittel

water

dimethylformamide

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ether
2. 2
   TrocknenThe ether solution was dried
3. 3
   Sonstigeevaporated
4. 4
   SonstigeThe residue was purified by chromatography

Vorschrift

To a suspension of 7.4 g of 60% sodium hydride in 100 ml of dimethylformamide was added a solution of 8-hydroxy-7-methoxy-1-octene in 150 ml of dimethylformamide over 1.5 hours. A 63.4 g portion of the tosylate of 1-hexadecanol was added and the mixture was stirred for 18 hours, poured into water and extracted with ether. The ether solution was dried and evaporated. The residue was purified by chromatography giving 41.5 g of the title compound as a oil.

Quelle