Trifluoroacetic acid → HCID 13603312, compound

Reaction equation

[CH2:1]([N:3]1[C:11]2[CH:10]=[C:9]3[CH:12](O)[CH2:13][O:14][C:8]3=[CH:7][C:6]=2[CH2:5][C:4]1=[O:16])[CH3:2].FC(F)(F)C(O)=O>C(#N)C>[CH2:1]([N:3]1[C:11]2[CH:10]=[C:9]3[CH:12]=[CH:13][O:14][C:8]3=[CH:7][C:6]=2[CH2:5][C:4]1=[O:16])[CH3:2]

Participants

Procedure

To a slurry of 30.3 g. (0.138 mole) of 5-ethyl-3-hydroxy-6-oxo-2,3,6,7-tetrahydro-furo[2,3-f]indole in 950 ml. of acetonitrile at 25° C. was added 7 ml. of a 10% solution of trifluoroacetic acid in acetonitrile, and the reaction was allowed to stir at room temperature for 12 hours. The clear solution was evaporated to give a quantitative yield of the product. A small sample was recrystallized from hexane, m.p. 112°-113° C.