HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Oxoadipic acid → 1,2,3,4-Tetrahydro-1-carboxy-1-(3-carboxypropyl)-2-ethyl-beta-carboline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Oxoadipic acid | HCID 71 | — |
| Reactant | N-Ethyltryptamine | HCID 6092 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1,2,3,4-Tetrahydro-1-carboxy-1-(3-carboxypropyl)-2-ethyl-beta-carboline | HCID 23336507 | 40% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04228168 |
| Source dataset | uspto-grants-1980_10 |
| ORD ID | ord-82daf5f83fa549d59bd1c96c58e2bfd8 |
| Source note | uspto-grants-1980_10 |