HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium fluoride → tert-Butyl {[5-chloro-4'-(ethylthio)biphenyl-2-yl]oxy}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 4-Ethylthiophenylboronic acid | HCID 2734353 | — |
| Reactant | tert-Butyl (2-bromo-4-chlorophenoxy)acetate | HCID 49766393 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-Butyl {[5-chloro-4'-(ethylthio)biphenyl-2-yl]oxy}acetate | HCID 86609213 | — |
Reaction Steps
A mixture of the product from step (i) (2 g), 4-(ethylthio)phenylboronic acid (1.5 g), cesium fluoride (2 g) and Pd(dppf)Cl2 (0.2 g) in dioxane (40 ml) was heated under reflux for 3 h. After cooling the mixture was partitioned between diethylether and water. The organics were separated, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 5% EtOAc/iso-hexane. Yield 0.92 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158820B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-36dcfc905ad84df7a82bcd2c69093e50 |
| Source note | uspto-grants-2012_04 |