HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → methyl N-methyl-4,5,6-trimethoxyindole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl 3-(2,3,4-trimethoxyphenyl)-2-azidopropenoate | HCID 86587494 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | methyl N-methyl-4,5,6-trimethoxyindole-2-carboxylate | HCID 21891561 | — |
Reaction Steps
Methyl 3-(2,3,4-trimethoxyphenyl)-2-azidopropenoate (799 mg), potassium tert-butoxide (438 mg) and 18-crown-6 (71 mg) were dissolved in dry benzene (60 mL), and the solution was stirred for 15 minutes. Iodomethane (0.28 mL) was then added, and the mixture was stirred overnight. Water was added to the reaction mixture to conduct extraction with ethyl acetate. The resultant organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632810B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-dc75dea2cb82417185f198f9a8ac3696 |
| Source note | uspto-grants-2003_10 |