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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004052Generated: October 30, 2026

5-Methoxytryptamine → 9-Methoxy-2,3,4,6,7,12-hexahydroindolo[2,3-a]quinolizin-4-one

https://huagongshe.com/reaction/1004052

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-MethoxytryptamineHCID 1833—
ReactantDiethyl glutarateHCID 13163—
SolventEthyl AcetateHCID 8857—
Product9-Methoxy-2,3,4,6,7,12-hexahydroindolo[2,3-a]quinolizin-4-oneHCID 18794212—

Reaction Steps

A mixture of 5-methoxytryptamine (420 mg) and diethyl glutarate (460 mg) is heated at 175° C. for 18 h. eparation on a column (eluent: EtOAc) gives the amide ster 2. This product is treated with a trace of ara-toluenesulphonic acid in xylene and the water formed is removed using Dean-Stark apparatus. After refluxing for 9 h and separation on a silica plate, N-[2-(5-methoxy)indol-3-ylethyl)]glutarimide is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06048868
Source datasetuspto-grants-2000_04
ORD IDord-fef6b6529bbb4929a6e7031e4277a965
Source noteuspto-grants-2000_04