HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (5-Bromopyridin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-Bromopyridine-2-carbaldehyde | HCID 9877562 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Bromopyridin-2-yl)methanol | HCID 5200169 | 95.1% |
Reaction Steps
To a solution of 5-bromopyridine-2-carbaldehyde (5.00 g, 26.9 mmol) dissolved in a mixture of ethanol (75 mL) and THF (25 mL) was added sodium borohydride (0.407 g, 10.8 mmol) in small portions. After 45 minutes 0.5 mL water was added and the mixture and evaporated to dryness. The oily residue was subjected to flash chromatography (silica, EtOAc/EtOH/Et3N 90:5:5) to give (5-bromo-pyridin-2-yl)-methanol (4.81 g, 86%) as pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598213B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-a942448fdaf747519bb74f214f59fb3d |
| Source note | uspto-grants-2013_12 |