HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86659858, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Boron tribromide dichloromethane | HCID 22277759 | — |
| Reactant | HCID 82087709 | HCID 82087709 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86659858 | HCID 86659858 | 28% |
Reaction Steps
To a solution of 5-methoxy-1-phenethylindole (95 mg, 0.38 mmol) in 1.9 mL of dry dichloromethane was added boron tribromide-dichloromethane solution (4 M, 0.47 mL, 1.9 mmol) under nitrogen at 0° C. After the reaction mixture was stirred at room temperature for 30 min, methanol (1 mL) was added with additional stirring at room temperature for 5 min. After the reaction mixture was neutralized by saturated NaHCO3 aqueous solution, the solution was extracted with ethyl acetate. The extract was washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 95/5) to obtain the title compound (25.3 mg, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686024B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-2f4e49fc8ca44bb187bbd7567659bdc9 |
| Source note | uspto-grants-2014_04 |