Реакция #351636

Уравнение реакции

(RS)-2-(2-oxoethyl)-7-methoxy-1-tetralone

p-toluenesulfonic acid

water

(S)-1-amino-2-propanol

→

4,5-dihydro-8-methoxy-1H-benz[g]indol-1-yl-propan-2-ol

Растворители

toluene

toluene

Условия реакции

Обработка

1. 1
   ДругоеThe cooled reaction mixture
2. 2
   Другоеwas purified by column chromatography on silica gel (ethyl acetate/toluene 1:1)

Методика

A solution of 3 g of (RS)-2-(2-oxoethyl)-7-methoxy-1-tetralone and 150 mg of p-toluenesulfonic acid in 130 ml in anhydrous toluene was heated on a water separator. A solution of 4.16 g of (S)-1-amino-2-propanol in 20 ml of anhydrous toluene was added dropwise to the boiling solution over a period of 5 minutes. Subsequently, the mixture was boiled for an additional 30 minutes, during which the solvent was reduced to a volume of 25 ml. The cooled reaction mixture was purified by column chromatography on silica gel (ethyl acetate/toluene 1:1). 3.0 g (84%) of (S)-1-(4,5-dihydro-8-methoxy-1H-benz[g]indol-1-yl-propan-2-ol were obtained as a brown oil which was used directly in the next reaction.

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