HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl borate → (1-Methyl-1H-indol-2-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | 1-Methylindole | HCID 11781 | — |
| Reactant | CID 53628100 | HCID 178418400 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-Methyl-1H-indol-2-yl)boronic acid | HCID 22733820 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
1-Methylindole (0.38 mL, 3 mmol) was dissolved in THF (10 mL), and the solution was cooled to -78° C. To this solution was added sec-butyllithium (1.9 mL, 2.5 mmol), and the reaction mixture was stirred for 20 minutes. Trimethyl borate (0.34 mL, 3 mmol) was added at -78° C., and the mixture was stirred and allowed to warm to room temperature. The reaction was quenched with water, and the solvents were removed under vacuum. The residue was taken directly to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05629325 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-2ac157a8342b4dd3b49aa03889c84afe |
| Source note | uspto-grants-1997_05 |