Reaktion #5978

Reaktionsgleichung

methyl 3-(3-cyclohexenyl)-4-acetylamino-5-chlorosalicylate

trifluoroacetic acid

→

methyl 1-acetylamino-2-chloro-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe acid is removed under vacuum
2. 2
   workup.ADDITIONthe residue diluted with ether
3. 3
   Waschenwashed with sodium bicarbonate
4. 4
   Trocknenwater, dried
5. 5
   Sonstigeevaporated to dryness

Vorschrift

A mixture of 1.2 g of methyl 3-(3-cyclohexenyl)-4-acetylamino-5-chlorosalicylate and 5 ml trifluoroacetic acid are stirred at room temperature overnight. The acid is removed under vacuum and the residue diluted with ether, washed with sodium bicarbonate, then water, dried and evaporated to dryness to give crude methyl 1-acetylamino-2-chloro-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylate. This product is purified by flash chromatography using 10% ethyl acetate/hexane to give pure product.

Quelle