HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(5-Bromopyridin-2-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-(5-Bromopyridin-2-yl)ethan-1-one | HCID 23145345 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(5-Bromopyridin-2-yl)ethanol | HCID 42614288 | 60% |
Reaction Steps
To a solution of 1-(5-bromopyridin-2-yl)ethanone (5 g, 25 mmol) in anhydrous ethanol (100 mL) was added sodium borohydride (2.85 g, 75 mmol) at room temperature. After 2 hours, water (10 mL) was added to quench the reaction at 0° C. and then saturated hydrochloric acid aqueous (10 mL) was added the mixture to adjust pH to 7. The mixture was extracted with ethyl acetate (50 mL). The crude product was purified by column chromatography (petroleum ether/ethyl acetate=1:1) to give 1-(5-bromopyridin-2-yl)ethanol (3 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206128B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-375984d776f04d32bf52301d13a1e24f |
| Source note | uspto-grants-2015_12 |