Reaktion #665791

Reaktionsgleichung

2,4,6-Collidin

10-bromodecanol

methacrylic acid chloride

→

product

Ausbeute 70.0%

10-bromodecylmethacrylate

Ausbeute 70.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas slowly added dropwise
2. 2
   WaschenThe reaction mixture was then washed with water (100 ml) and cold 1N HCl (100 ml)
3. 3
   TrocknenThe combined organic phases were dried with anhydrous sodium sulphate
4. 4
   SonstigeAfter removal of the solvent under reduced pressure the
5. 5
   Sonstigeobtained crude product
6. 6
   Sonstigewas purified by column chromatography (eluent: hexane/dichloromethane 8:2)

Vorschrift

2,4,6-Collidin (12.3 ml, 92.7 mmol, 1.1 eq.) was added to a solution of 10-bromodecanol (20.0 g, 84.3 mmol) in anhydrous dichloromethane (200 ml). After cooling the mixture to 0° C. methacrylic acid chloride (16.5 ml, 168.6 mmol, 2 eq.) was slowly added dropwise and the reaction mixture was stirred for 1 h at 0° C. and at for 15 h room temperature. The reaction mixture was then washed with water (100 ml) and cold 1N HCl (100 ml). The combined organic phases were dried with anhydrous sodium sulphate. After removal of the solvent under reduced pressure the obtained crude product was purified by column chromatography (eluent: hexane/dichloromethane 8:2). 18.0 g (70% yield) of the product was obtained as a colorless liquid.

Quelle