Reaktion #2110

Reaktionsgleichung

methyl iodide

butyllithium

sodium chloride

diethyl 5-(tetrahydropyran-2-yloxy)pentylphosphonate

→

Diethyl 1-methyl-5-(tetrahydropyran-2-yloxy)pentylphosphonate

Lösungsmittel

ethyl acetate

hexane

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter addition
2. 2
   workup.STIRRINGThe mixture was stirred at -70° C. for a further 2 hours and at room temperature for 4 hours
3. 3
   WaschenThe organic phase was washed with water
4. 4
   Trocknena saturated sodium chloride solution, dried over sodium sulfate
5. 5
   workup.DISTILLATIONdistilled in a bulb tube

Vorschrift

30 g (0.097 mol) of diethyl 5-(tetrahydropyran-2-yloxy)pentylphosphonate were initially introduced into 200 ml of absolute tetrahydrofuran under an argon atmosphere, cooled to -70° C. and treated with 42.8 ml (0.107 mol) of a 2.5 molar solution of butyllithium in hexane. After addition, the solution was stirred for a further 30 minutes and 15.6 g (0.11 mol) of methyl iodide were then slowly added dropwise. The mixture was stirred at -70° C. for a further 2 hours and at room temperature for 4 hours, cautiously treated with a saturated sodium chloride solution and taken up in ethyl acetate. The organic phase was washed with water and a saturated sodium chloride solution, dried over sodium sulfate and distilled in a bulb tube.

Quelle