Reaktion #451332

Reaktionsgleichung

allylmethylbicyclo[2.2.1]-hept-5-ene-2,3-dicarboxylic anhydride

ammonia

→

Allylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboximide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared in accordance with Example 2 of U.S
2. 2
   Temperaturreflux
3. 3
   Temperaturcooling
4. 4
   Sonstigethis gives
5. 5
   workup.ADDITIONSince this mixture of isomers
6. 6
   Sonstigecannot be separated by fractional distillation, it
7. 7
   SonstigeWater is then removed by distillation, excess ammonia
8. 8
   Sonstigeis rectified at 140°-145° C.

Vorschrift

A mixture of 30 g of allylmethylbicyclo[2.2.1]-hept-5-ene-2,3-dicarboxylic anhydride, prepared in accordance with Example 2 of U.S. Pat. No. 3,105,839, and 10.2 g of 25% aqueous ammonia solution is heated at 100°-108° C. for 2.5 hours, with stirring and reflux cooling. According to a gas chromatogram, this gives a mixture of 12 isomers having varying positions for the allyl group and the methyl group in the 1-, 4-, 5- and 6-positions in the bicycloheptene ring, and also exo-anhydrides and endo-anhydrides. Since this mixture of isomers cannot be separated by fractional distillation, it is used for further purposes as such. Water is then removed by distillation, excess ammonia is expelled and the imide is rectified at 140°-145° C. and 2.0 Pa.

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