HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (4-Bromo-1-benzofuran-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Ethyl 4-bromobenzofuran-2-carboxylate | HCID 21838105 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-Bromo-1-benzofuran-2-yl)methanol | HCID 21838195 | 85.3% |
Reaction Steps
To a solution of 4-bromo-2-ethoxycarbonylbenzo[b]furan (0.5 g) in tetrahydrofuran (5 ml) was slowly added sodium borohydride (0.21 g) at room temperature. After 5 minutes, methanol (0.5 ml) was added thereto dropwise. The reaction mixture was stirred at room temperature for one hour and then ethyl acetate and water were added thereto. The mixture was adjusted to pH 5, and the layers were separated. The organic layer was washed with water and brine, dried over magnesium sulfate and evaporated to afford 4-bromo-2-hydroxymethylbenzofuran (0.36 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05968985 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-179e804997134bb38fc491fcedaf0224 |
| Source note | uspto-grants-1999_10 |