HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-(bromomethyl)-2-benzofurancarboxylate → Methyl 3-dimethylaminomethylbenzofuran-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-(bromomethyl)-2-benzofurancarboxylate | HCID 100838 | — |
| Reactant | Dimethylamine tetrahydrofuran | HCID 22320367 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-dimethylaminomethylbenzofuran-2-carboxylate | HCID 59710963 | 56.2% |
Reaction Steps
3-Bromomethylbenzofuran-2-carboxylic acid methyl ester (269 mg, 1 mmol) was dissolved in anhydrous DMF and added 2M dimethylamine/THF solution (1.5 ml, 3 mmol). After 1-2 h, the reaction was diluted with EtOAc and washed twice with saturated NaHCO3 (aq.) and brine. The organic extract over was dried over Na2SO4 and then concentrated in vacuo. The crude was purified on a silica gel column (5% MeOH in dichloromethane) to give 3-dimethylaminomethylbenzofuran-2-carboxylic acid methyl ester (131 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482466B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-57273995676947c8a2574f136b34ee5a |
| Source note | uspto-grants-2009_01 |