Réaction #54465

Équation de réaction

ammonium chloride

magnesium

methallyl chloride

2-acetyl-3,3-dimethyl-5-norbornene

→

oil

Rendement 106.5%

ALPHA-METHALLYL-ALPHA,3,3-TRIMETHYL-5-NORBORNENE-2-METHANOL

Rendement 106.5%

Solvants

diethyl ether

Conditions de réaction

Traitement

1. 1
   AutreInto a 1 liter reaction flask
2. 2
   Autreequipped with a reflux condenser
3. 3
   Autrethermometer, stirrer, dropping
4. 4
   Autrefunnel and nitrogen inlet tube are placed
5. 5
   workup.STIRRINGThe mixture is stirred
6. 6
   Températureat reflux for 1/2 hour
7. 7
   LavageThe organic layer is washed with water
8. 8
   Séchagedried over magnesium sulfate
9. 9
   FiltrationThe mixture is then filtered
10. 10
    Autrethe solvent evaporated

Mode opératoire

Into a 1 liter reaction flask equipped with a reflux condenser, thermometer, stirrer, dropping funnel and nitrogen inlet tube are placed 12 g (0.5 moles) of magnesium turnings and 250 cc anhydrous diethyl ether. Over a 2 hour period, 45.3 g (0.5 moles) of methallyl chloride is added. The Grignard solution is stirred for 1/2 hour and 28 g of 2-acetyl-3,3-dimethyl-5-norbornene is added over a 20 minute period. The mixture is stirred at reflux for 1/2 hour and then is hydrolyzed by the addition of saturated ammonium chloride solution. The organic layer is washed with water and dried over magnesium sulfate. The mixture is then filtered and the solvent evaporated to yield 40 g of an oil, which is then fractionated on a micro Vigreux column after adding thereto 5 g Primol® and a trace quantity of Ionox®.

Source