HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cornforth reagent → (5-Chloro-2-nitro-phenyl)-(6-chloro-pyridin-3-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cornforth reagent | HCID 2724130 | — |
| Reactant | (5-Chloro-2-nitro-phenyl)-(6-chloro-pyridin-3-yl)-methanol | HCID 22327314 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (5-Chloro-2-nitro-phenyl)-(6-chloro-pyridin-3-yl)-methanone | HCID 22327306 | — |
Reaction Steps
To (5-Chloro-2-nitro-phenyl)-(6-chloro-pyridin-3-yl)-methanol was added an excess (ca. 2 eq.) of PDC in DCM. The suspension was shaken at room temperature overnight. The reaction was monitored by LC-MS, another 1-2 eq. of PDC was added and the reaction was shaken for another 6 hours. The crude product was filtered through Celite and purified by flash chromatography (silica gel, DCM). 1H NMR (CDCl3): δ (ppm): 7.50 (d, J=2.4 Hz, 1H), 7.79 (d, J=8.0 Hz, 1H), 7.68 & 7.70 (dd, J=8.8 Hz, 2.0 Hz, 1H), 8.09-8.11 (m, 1 H), 8.24 (d, J=8.8 Hz, 1 H), 8.57 (d, J=2.0 Hz, 1 H. MS: (M+H)/z=296.9
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08211896B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-5fabdeec11194a4982532496beb3b31c |
| Source note | uspto-grants-2012_07 |