Reaktion #2678

Reaktionsgleichung

tri-n-octylmethylchloride

tri-n-octylcarbinol

calcium chloride

trimethylaluminum

HCl

→

tri-n-octylmethylmethane

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe product mixture is then washed with 1 liter of a 10% sodium carbonate solution
2. 2
   TrocknenThe organic layer is dried with magnesium sulfate
3. 3
   Sonstigethe methylene chloride is evaporated off
4. 4
   Temperaturto warm to room temperature
5. 5
   SonstigeThe mixture is slowly quenched with 50 ml of water
6. 6
   Waschenby washing with 1 liter of a 10% HCl solution
7. 7
   TrocknenThe organic layer is dried with magnesium sulfate
8. 8
   Sonstigethe solvent is evaporated

Vorschrift

This compound may be prepared in the following manner. Three moles of 1-bromooctane are slowly added to 3 moles of magnesium turnings in 0.6 liters of anhydrous ethyl ether (nitrogen atmosphere). One mole of diethyl carbonate in 0.151 anhydrous ethyl ether is slowly added to the mixture. The mixture is stirred for one hour at 30° C., then the mixture is slowly poured into 1.8 liters of a cold 10% HCl solution. The organic layer is dried with magnesium sulfate and the ethyl ether is evaporated off to give tri-n-octylcarbinol. One mole of tri-n-octylcarbinol is added to a mixture of 0.2 liters of methylene chloride and 0.32 moles calcium chloride. Approximately 1.5 moles of HCl gas is slowly bubbled through the solution. The product mixture is then washed with 1 liter of a 10% sodium carbonate solution. The organic layer is dried with magnesium sulfate and the methylene chloride is evaporated off. One mole of tri-n-octylmethylchloride is added to 0.75 liters of methylene chloride and the solution is blanketed with nitrogen and is cooled to 0° C. 0.33 moles of trimethylaluminum is then added and the mixture is allowed to warm to room temperature. The mixture is slowly quenched with 50 ml of water followed by washing with 1 liter of a 10% HCl solution. The organic layer is dried with magnesium sulfate and the solvent is evaporated to give tri-n-octylmethylmethane.

Quelle