HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 69851475, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Propenoic acid, 3-(3-methoxyphenyl)- | HCID 87155 | — |
| Reactant | 3,4-Methylenedioxyphenyl-1-ethanamine | HCID 129498 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69851475 | HCID 69851475 | 78% |
Reaction Steps
A mixture of 3-methoxycinnamic acid (2 mmole), (±)-1-benzo[1,3]dioxol-5-yl-ethylamine, Preparation 2 (396 mg, 2.4 mmole), EDC hydrochloride (768 mg, 4 mmole), DMAP (244 mg, 2 mmole), and triethylamine (404 mg, 4 mmole) in CH2Cl2 (5 mL) was stirred at room temperature for 16 hours. Water was added, and the mixture was extracted with CH2Cl2 (three times). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated in vacuo. The crude product was subjected to purification by flash column chromatography on silica gel eluted with EtOAc/hexane (2:1) to provide the racemic titled compound (510 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831080B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-d83eb8cbcfe44f33a0d262db2f423be5 |
| Source note | uspto-grants-2004_12 |