Water → HCID 23456460, compound

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Reaction Steps

4.41 g (0.05 mole) of dimethylaminoethylamine are added dropwise to a stirred suspension of 12.32 g (0.05 mole) of 2-(p-methoxyphenacyl)cyclohexanone in glacial acetic acid. After refluxing overnight, ice and water are added, and the cloudy mixture is washed with ether. The aqueous solution is basified with 10% sodium carbonate and extracted with ether. Removal of the ether after drying over sodium sulfate gives a light brown oil which solidifies on cooling. The resulting solid is recrystallized from methanol to give 1-(2-dimethylaminoethyl)-2(p-methoxyphenyl)-4,5,6,7-tetrahydroindole as white needles, m.p. 81°-82° C.

Provenance & Evidence