HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dimethyl Carbonate | HCID 12021 | — |
| Reactant | Methyl 6-Bromo-1H-Indole-3-Carboxylate | HCID 11499811 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate | HCID 57443279 | 82% |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
Alternate procedure: Add dimethyl carbonate (1.3 L, 12.4 mol) to a mixture of 6-bromo-1H-indole-3-carboxylic acid methyl ester (1.3 kg, 5.1 mol) and potassium carbonate (1.41 kg, 10.2 mol) in DMF (6.0 L) at room temperature. Heat the mixture to 130° C. and stir overnight. Cool the reaction mixture to ˜3° C. and add ice-cold water (6 L). Filter the resulting solid, wash with methanol (2 L) and dry in a vacuum oven to afford 1.1 kg (82%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153624B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-b251dc916bf34306afd81533946edd08 |
| Source note | uspto-grants-2012_04 |