HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 17985621, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Indole-7-carboxaldehyde | HCID 2734629 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 17985621 | HCID 17985621 | 94.5% |
Reaction Steps
Add 7-formylindole (1.0 g, 6.89 mmol) in anhydrous tetrahydrofuran (15 ml) dropwise to a solution of 1.4M methyllithium in diethyl ether (12.2 ml, 17.1 mmol) at −78° C. After 15 minutes add saturated aqueous sodium bicarbonate (15 ml). Dilute with 1:1 ethyl acetate:diethyl ether, wash with saturated aqueous sodium bicarbonate followed by saturated aqueous sodium chloride, dry over magnesium sulfate, and concentrate under reduced pressure to provide desired compound (1.05 g, 94%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022065B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-612625bcc1b641618012fed33c282d53 |
| Source note | uspto-grants-2011_09 |