HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | N-Methyl-N-[(2-methyl-1H-indol-3-yl)methyl]amine | HCID 10954023 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide | HCID 22139057 | — |
Reaction Steps
To a solution of 2-methyl-3-(methylaminomethyl)indole (1.5 g, 8.6 mmole) and triethylamine (1.7 g, 17.3 mmole) in CH2Cl2 at 5° C. under a nitrogen atmosphere was added acryloyl chloride (0.86 g, 9.48 mmole). After 1 hr the reaction solution was poured into H2O (100 mL) and the layers were separated. The organic fraction was washed with H2O (100 mL) followed by brine and then dried over Na2SO4. Concentration under vacuum gave the title compound as an orange oil which solidified under high vacuum: MS (ES) m/e 457 (2M+H)+. This material was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741339B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-bae101756cb74c45be3bb65c88d4d3f8 |
| Source note | uspto-grants-2010_06 |