HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Formylbenzonitrile → HCID 59205176, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Formylbenzonitrile | HCID 90670 | — |
| Reactant | (4-bromopyridin-3-yl)methanol | HCID 435086 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59205176 | HCID 59205176 | — |
Reaction Steps
To a solution of (4-bromo-pyridin-3-yl)-methanol (20 mg, 0.11 mmol) in THF (1 mL) at −78° C. was added dropwise 2. 5M n-butyllithium (0.22 mL). After 15 min, a solution of 3-cyanobenzaldehyde (69 mg) in THF (0.5 mL) was added. The reaction mixture was stirred for 15 min, then quenched with ammonium chloride solution and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, concentrated, and the residue purified by flash chromatography to yield 3-[hydroxy-(3-hydroxymethyl-pyridin-4-yl)-methyl]-benzonitrile as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07671065B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-8d35fede20244279a99d255b4ab01cb3 |
| Source note | uspto-grants-2010_03 |