HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorobenzene → HCID 45790716, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | 3-Nitrobenzoic acid | HCID 8497 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bis(adamantan-1-yl)(butyl)phosphane | HCID 11371790 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 45790716 | HCID 45790716 | 65% |
Reaction Steps
Palladium acetate (5.6 mg, 0.025 mmol), 3-nitrobenzoic acid (84 mg, 0.5 mmol) and 4-chlorobenzene (283 mg, 2.5 mmol), butyldi-1-adamantylphosphine (19.2 mg, 0.05 mmol, Cs2CO3 (358 mg, 1.1 mmol), molecular sieves 3 Å (155 mg) and anhydrous DMF (2.5 mL). After flash chromatography and preparative HPLC 79 mg (65%) of a white solid was obtained. Analytical data are consistent with that of previously reported data.3 1H NMR (300 MHz, CDCl3) δ 7.32-7.37 (m, 2H), 7.42-7.46 (m, 3H), 7.57 (d, J-8.4 Hz, 1H), 8.40 (dd, J-8.4 Hz, 2.1 Hz, 1H), 8.80 (d, J-2.1 Hz, 1H). Carboxylate proton signal was not observed. The 1H NMR spectrum is shown in FIG. 37.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114993B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-42d5478450174dab9c46cf8861dd907e |
| Source note | uspto-grants-2012_02 |