Reaktion #366956

Reaktionsgleichung

methacryloyl chloride

12-hydroxydodecanoic acid

pyridine

→

12-methacryloyloxydodecanoic acid

Ausbeute 53.0%

Lösungsmittel

THF

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to room temperature
2. 2
   workup.STIRRINGis then stirred at ambient temperature for 12 hours
3. 3
   SonstigeThe solvent is then removed under reduced pressure
4. 4
   workup.DISSOLUTIONthe residual solid is dissolved in 25 ml of diethylether
5. 5
   WaschenThe solution is washed with distilled water
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Sonstigeevaporated to dryness
8. 8
   SonstigeThe product is purified by chromatography
9. 9
   workup.ADDITIONa 1:2 mixture of ethylacetate and hexane

Vorschrift

To a solution of 2.16 g of 12-hydroxydodecanoic acid in 30 ml of tetrahydrofuran (THF) is added 1.09 g of pyridine. The mixture is cooled to 0° C. and a solution of 1.04 g of methacryloyl chloride in 15 ml of THF is added dropwise. The mixture is allowed to warm to room temperature while stirring and is then stirred at ambient temperature for 12 hours. The solvent is then removed under reduced pressure and the residual solid is dissolved in 25 ml of diethylether. The solution is washed with distilled water, dried over magnesium sulfate and then evaporated to dryness. The product is purified by chromatography, using a 1:2 mixture of ethylacetate and hexane to give 1.5 g (53% yield) of 12-methacryloyloxydodecanoic acid.

Quelle