反应详情

A mixture of [4-methoxycarbonyl-2-(n-dodecanamido)benzyl]triphenylphosphonium bromide (23.8 g) and potassium tert.-butoxide (3.9 g) were added to dry toluene (680 ml). The stirred mixture was heated to reflux for 15 minutes and cooled to room temperature. Ethyl acetate (1.5 liter) and saturated brine (750 ml) were added; the mixture was shaken and the organic phase separated. The organic extract was dried over magnesium sulphate and was evaporated in vacuo to give an oil. The oil was purified by chromatography on a silica column using chloroform as eluant to give a crude solid which was recrystallised from methanol to give methyl 2-(n-undecyl)indole-6-carboxylate (4.1 g) as an off-white solid, m.p. 83°-85° C.

1. temperatureThe stirred mixture was heated
2. temperatureto reflux for 15 minutes
3. customthe organic phase separated
4. extractionThe organic extract
5. dry with materialwas dried over magnesium sulphate
6. customwas evaporated in vacuo
7. customto give an oil
8. customThe oil was purified by chromatography on a silica column
9. customto give a crude solid which
10. customwas recrystallised from methanol