HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(5-Fluoropyridin-2-yl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-Fluoropyridine-2-carboxaldehyde | HCID 10351697 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(5-Fluoropyridin-2-yl)ethan-1-ol | HCID 59186883 | 33% |
Reaction Steps
To a −78° C. solution of 5-fluoro-2-formylpyridine (0.66 g, 5.3 mmol) in THF (20 mL) was methyl lithium (1.6 M in diethyl ether, 4.0 mL) added dropwise. After stirring for 1.5 h at −78° C. a saturated solution of ammonium chloride (25 mL) followed by water (25 mL) was added. The mixture was extracted with chloroform and the organic phase was dried over magnesium sulphate and concentrated in vacuo. The residue was purified by flash column chromatography (eluent: chloroform:methanol 98:2) affording the title compound (0.25 g, 33% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158785B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-028b7fce95514d5783aa772c4a69bb85 |
| Source note | uspto-grants-2012_04 |