HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(1H-indol-3-ylmethyl)-N-methylacrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | N-Methyl-1H-indole-3-methanamine | HCID 96388 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(1H-indol-3-ylmethyl)-N-methylacrylamide | HCID 22139147 | 80.7% |
Reaction Steps
Acryloyl chloride (0.33 mL, 4.10 mmole) was added to a solution of 3-(methylaminomethyl)-1H-indole (0.60 g, 3.70 mmole) and Et3N (1.03 mL, 7.40 mmole) in CH2Cl2 (30 mL) at 0° C. The reaction was held at 0° C. for ten minutes, then was stirred overnight at RT. The solution was concentrated in vacuo and the residue was diluted with water. The solution was extracted with ethyl acetate, and the combined organic extracts were washed with brine and dried over Na2SO4. The title compound (0.64 g, 80%) was obtained as a light yellow solid: MS (ES) m/e 215 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741339B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-33cd541701934d24bbc4faf3aa66cc7b |
| Source note | uspto-grants-2010_06 |