HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 71059442, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 2734623 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 71059442 | HCID 71059442 | 48.9% |
Reaction Steps
[1,1′-Bis(diphenylphosphino)ferrocnee]dichloropalladium(II), w/DCM (0.039 g, 0.047 mmol) was added to a solution containing 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (0.292 g, 1.325 mmol), 2-chloro-3-nitropyridine (0.15 g, 0.946 mmol), Copper(I) iodide (0.018 g, 0.095 mmol) and Potassium carbonate (0.946 ml, 1.892 mmol). Heated the reaction to 110° C. for 15 mins. Cooled reaction to room temperature. Diluted with water and extracted with ethyl acetate. Combined organics, dried, filtered, concentrated and purified to afford 3-(3-nitropyridin-2-yl)phenol (0.1 g, 0.463 mmol, 48.9% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08932557B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-9707b75576bd4175a14e45329b910e25 |
| Source note | uspto-grants-2015_01 |