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A mixture of 8.57 g. (38.8 mmoles) of 7-benzoylindole, 5.38 g. (42.7 mmoles) of dimethyl sulfate and 5.12 g. of 85% potassium hydroxide in 40 ml. of acetone was heated to reflux for 75 minutes. The mixture was poured into 500 ml. of water and extracted with methylene chloride. The organic phase was separated, dried and concentrated. The residue was chromatographed on silica gel using methylene chloride-hexane as the eluant. The fractions containing the product were combined and concentrated to dryness, 6.5 g.

1. additionA mixture of 8.57 g
2. temperatureto reflux for 75 minutes
3. additionThe mixture was poured into 500 ml
4. extractionof water and extracted with methylene chloride
5. customThe organic phase was separated
6. customdried
7. concentrationconcentrated
8. customThe residue was chromatographed on silica gel
9. additionThe fractions containing the product
10. concentrationconcentrated to dryness, 6.5 g