HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromocyclopentane → 2-Chloro-5-cyclopentyloxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromocyclopentane | HCID 8728 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloro-5-hydroxypyridine | HCID 819821 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Chloro-5-cyclopentyloxypyridine | HCID 58369066 | — |
Reaction Steps
Cyclopentyl bromide (690.3 mg, 4.63 mmol), 2-chloro-5-hydroxypyridine (500 mg, 3.86 mmol) and cesium carbonate (1.51 g, 4.63 mmol) were stirred in 30 ml of DMF at room temperature for 3 h. The reactants had not yet completely reacted. 50% of each of cyclopentyl bromide and cesium carbonate were added, and stirring was continued for 2 h. The reaction mixture was concentrated in vacuo, and the residue was taken up in ethyl acetate and water. The organic phase was separated off and concentrated. Yield: 737 mg (97%), M+H+: 198.08.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470841B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-7178de61e9e6495a9be3bf6bd226a45e |
| Source note | uspto-grants-2013_06 |