Reaktion #79567

Reaktionsgleichung

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

Lösungsmittel

methylene chloride

triethylamine

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle