HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 23444808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoethyl ethyl ether | HCID 61141 | — |
| Reactant | methyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoate | HCID 11440344 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23444808 | HCID 23444808 | — |
Reaction Steps
8.0 g (0.021 mol) of methyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoate were dissolved in 125 ml of DMF and, at room temperature, 1.12 g (0.028 mol) of 60% sodium hydride was carefully added. This mixture was stirred for half an hour. 2.9 ml (0.023 mol) of 2-bromoethyl ethyl ether were dropwise added and the stirring was continued for 4 h. The solvent was evaporated under reduced pressure and the residue was worked-up as usual. The crude mixture was purified by flash-chromatography over silica gel affording 4.12 g (54% of yield) of methyl 2-(2-{4-[1-(2-ethoxy-ethyl)-1H-indol-3-yl]-piperidin-1-yl}-ethoxy)-benzoate
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06683096B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-15a1aaa3ef154d85bdf16429672bf7a1 |
| Source note | uspto-grants-2004_01 |