HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 22141268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Hydroxy-2-(3-nitrophenyl)acetonitrile | HCID 3277808 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 22141268 | HCID 22141268 | 89% |
Reaction Steps
A solution of 2-hydroxy-2-(3-nitrophenyl)acetonitrile (Preparation 113, 1.0 g, 5.62 mmol) in diethyl ether (10 ml) was stirred at room temperature and treated with pyridine (0.1 ml, 1.24 mmol) followed by thionyl chloride (0.82 ml, 11.2 mmol) dropwise over 5 minutes. The mixture was gently heated under reflux and after 30 min the solvent was removed by evaporation to give a pale yellow solid. This was purified by column chromatography on silica gel eluting with hexane:ethyl acetate (3:1 and then 2:1) to give the title compound as a white crystalline solid (980 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313312B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-f1ca5067dba844f2bb60468c4c87d628 |
| Source note | uspto-grants-2001_11 |