HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 4-benzyloxy-1-methylindole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 4-(phenylmethoxy)-1H-indole-2-carboxylate | HCID 119707 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 4-benzyloxy-1-methylindole-2-carboxylate | HCID 22054863 | 275.3% |
Reaction Steps
To a solution (100 ml) of ethyl 4-benzyloxy-1H-indole-2-carboxylate (12.0 g) in DMF was added sodium hydride (1.6 g) and the mixture was stirred at room temperature for 10 min. To this reaction mixture was added methyl iodide (2.2 g) and the mixture was stirred for one more hour. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of ammonium chloride and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (13.2 g) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196199B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-82441854e5dc4e1b8d3627a3f34e213d |
| Source note | uspto-grants-2007_03 |