HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-METHOXY-6-PHENYLPYRIDINE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Chloro-6-methoxypyridine | HCID 87009 | — |
| Catalyst | Dichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickel | HCID 2724937 | — |
| Product | 2-METHOXY-6-PHENYLPYRIDINE | HCID 11469488 | — |
Reaction Steps
An ether (30 ml) solution of phenyl magnesium bromide ether solution (12.3 ml, 3.0 M, 37.0 mmol) was dropwise added to a mixture of 2-chloro-6-methoxypyridine (4.4 ml, 37.0 mmol), 1,3-bis(diphenylphosphino)propane nickel (II) chloride (228 mg) and diethyl ether (40 ml) at room temperature while 30 minutes. Thereafter, this reaction mixture was stirred under reflux for 1 hour, then the mixture was poured into an aqueous ammonium chloride solution, an organic layer was separated, furthermore an aqueous layer was extracted with dichloromethane. The organic layer was combined, and the solvent was distilled off, and the residue was filtered through a silica gel, thereby obtaining 7.0 g of crude 2-methoxy-6-phenylpyridine as pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442797B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-e336daa6a6a94cf59b46c910342b2202 |
| Source note | uspto-grants-2008_10 |