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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 903604Generated: October 25, 2026

2-Oxoadipic acid → 1,2,3,4-Tetrahydro-1-carboxy-1-(3-carboxypropyl)-2-ethyl-beta-carboline

https://huagongshe.com/reaction/903604

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Oxoadipic acidHCID 71—
ReactantN-EthyltryptamineHCID 6092—
SolventBenzeneHCID 241—
Solvent1,4-DioxaneHCID 31275—
Product1,2,3,4-Tetrahydro-1-carboxy-1-(3-carboxypropyl)-2-ethyl-beta-carbolineHCID 2333650740%

Reaction Steps

5 g of N-ethyl-tryptamine (i.e., 3-(2-ethylaminoethyl)-indole) were dissolved in 100 ml of absolute benzene, and a solution of 4.70 g of α-keto-adipic acid in 50 ml of absolute dioxane was added thereto at room temperature. The mixture was refluxed for 20 hours. After the reaction was completed, the mixture was evaporated to remove solvent. The residue thus obtained was recrystallized from ethanol, whereby 3.51 g of 1,2,3,4-tetrahydro-1-carboxy-1-(3-carboxypropyl)-2-ethyl-β-carboline were obtained. Yield: 38.0%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04228168
Source datasetuspto-grants-1980_10
ORD IDord-82daf5f83fa549d59bd1c96c58e2bfd8
Source noteuspto-grants-1980_10