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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641617Generated: November 3, 2026

Chlorobenzene → HCID 45790716, compound

https://huagongshe.com/reaction/1641617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorobenzeneHCID 7964—
Reactant3-Nitrobenzoic acidHCID 8497—
ReactantCesium carbonateHCID 10796—
ReactantBis(adamantan-1-yl)(butyl)phosphaneHCID 11371790—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 45790716HCID 4579071665%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114993B2
Source datasetuspto-grants-2012_02
ORD IDord-42d5478450174dab9c46cf8861dd907e
Source noteuspto-grants-2012_02