Reacción #459364

Ecuación de reacción

N,N-dimethylchloramine

aluminum chloride

hydrochloric acid

diethyl ether

1-tetradecene

diethyl ether

→

tetradecyl amine

Rendimiento 6.7%

Disolventes

methylene chloride

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroTo a reactor of the type used in Example 1
2. 2
   workup.STIRRINGAfter stirring for an additional 5 minutes
3. 3
   OtroThe chilled reaction mixture
4. 4
   workup.STIRRINGthe reaction mixture stirred for one hour
5. 5
   workup.STIRRINGstirred for a half hour
6. 6
   OtroThe organic and water layers are then separated
7. 7
   workup.STIRRINGthe organic layer is stirred for an additional half-hour with 80 g of the same strength hydrochloric acid
8. 8
   OtroAgain the organic and water layers are separated
9. 9
   FiltraciónThe organic layer is filtered

Procedimiento

To a reactor of the type used in Example 1 is charged a cold solution of N,N-dimethylchloramine (0.87 moles), chilled to -77° C, in 300 ml of methylene chloride, followed by aluminum chloride (0.3 moles). The mixture is stirred for 5 minutes and then diethyl ether (0.4 moles) is added. After stirring for an additional 5 minutes, an additional portion of diethyl ether (0.4 moles) and 1-tetradecene (0.3 mol) is added to the stirred solution. The chilled reaction mixture is heated to -35° C and the reaction mixture stirred for one hour. At the end of this time an 80 g portion of hydrochloric acid (28% by weight) and 100-300 g of water are added to the reaction mixture and stirred for a half hour. The organic and water layers are then separated and the organic layer is stirred for an additional half-hour with 80 g of the same strength hydrochloric acid used previously. Again the organic and water layers are separated. The organic layer is filtered to yield 0.02 mol of tetradecyl amine salt. This represents a 6.68% yield based on the amount of 1-tetradecene charged.

Fuente