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ChemicalBook CAS DataBase List 1-METHYL-1H-INDOLE-4-CARBONITRILE 97
628711-58-0

1-METHYL-1H-INDOLE-4-CARBONITRILE 97 synthesis

3synthesis methods
-

Yield:628711-58-0 97%

Reaction Conditions:

with potassium carbonate in DMF (N,N-dimethyl-formamide) at 20; for 48 h;

Steps:

63.1

4-Cyanoindole (2.8 g, 20 mmol, Biosynth International) was dissolved in N, N- Dimethylformamide (25 mL). To the solution were added potassium carbonate powder (5.5 g, 40 mmol, 325 mesh, Aldrich) and iodomethane (3.4 g, 24 mmol, Aldrich). The mixture was stirred at room temperature for 48 h then the N, N- [DIMETHYLFORMAMIDE] was removed via vacuo and the residue was diluted in ethyl acetate (100 mL). The organic solution was washed by water (50 mL), brine (50 mL). The resulting organic solution was dried over anhydrous magnesium sulfate and concentrated via vacuo. The title compound was purified by column chromatography (silica gel, hexane/ethyl acetate 3/2) in form as white solid in 97% yield (3.02 g, 19.4 mmol). [CLOH8N2] MS (ESI, pos. ion) m/z: 157.0 [(M+1)] ; MS (ESI, neg. ion) m/z: 155.0 (M-1).

References:

WO2003/99776,2003,A1 Location in patent:Page 102