Reacción #79567

Ecuación de reacción

1,3,3-trimethylbicyclo[2.2.1]hept-2-ylamine

chloroacetyl chloride

→

2-chloro-N-(1,3,3-trimethylbicyclo[2,2,1]hept-2-yl)acetamide

Disolventes

methylene chloride

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent removed under reduced pressure
2. 2
   OtroThe residue was partitioned between ethyl acetate and water
3. 3
   Lavadothe organic layer washed with brine
4. 4
   Secadodried over magnesium sulfate
5. 5
   OtroThe ethyl acetate solution was absorbed onto silica gel, which
6. 6
   Lavadowas eluted with 10% ethyl acetate/hexane

Procedimiento

To a solution of 1,3,3-trimethylbicyclo[2.2.1]hept-2-ylamine (5 g, 26.3 mmol) in methylene chloride (20 ml) and triethylamine (4 ml) was added chloroacetyl chloride (2.1 ml, 26.4 mmol) dropwise. The resulting solution was stirred for 12 hours, then the solvent removed under reduced pressure. The residue was partitioned between ethyl acetate and water, the organic layer washed with brine, and dried over magnesium sulfate. The ethyl acetate solution was absorbed onto silica gel, which was eluted with 10% ethyl acetate/hexane, to yield 2-chloro-N-(1,3,3-trimethylbicyclo[2,2,1]hept-2-yl)acetamide as a white solid.

Fuente