HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-{5-[(4-Ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-{5-[(4-Ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethanone | HCID 67015866 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-{5-[(4-Ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethanol | HCID 58047455 | 67% |
Reaction Steps
To a solution of the obtained 1-{5-[(4-ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethanone (6.95 g) in methanol (50 mL) was added sodium borohydride (1.04 g, 27.4 mmol) by small portions, and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture, and the solvent was evaporated. Ethyl acetate was added thereto, and the mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane to hexane:ethyl acetate=3:2) to give the title compound (2.87 g, yield 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501804B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-fb94cc59b4bc4e1ab3c715f2c99a6bb8 |
| Source note | uspto-grants-2013_08 |