Acetic Acid → HCID 14677300, compound

Participants

Reaction Steps

0.3 g (2.13 mmole) 4-(2-chlorophenyl)-6-ethyl-1,2,3,6-tetrahydro-1,3-dioxopyrrolo[3,4-c]carbazole (Example 2a) are suspended in 20 ml 90% methanol, a solution of 0.16 g (4.23 mmole) sodium borohydride in 5 ml methanol added dropwise thereto with vigorous stirring and stirred for 5 days at room temperature. The excess sodium borohydride is decomposed with acetic acid, the solvent is distilled off, and the crystalline residue is chromatographed on silica gel with toluene/ethyl acetate 1:1. The fraction with the Rf of 0.3 is isolated, stirred up with toluene/diisopropyl ether, and the crystals formed are filtered off. One obtains 4-(2-chlorophenyl)-6-ethyl-1,2,3,6-tetrahydro-1-hydroxy-3-oxopyrrolo[3,4-c]carbazole (Example 4a) in the form of pale beige crystals of the mp 225°-228° C.

Provenance & Evidence