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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641620Generated: November 2, 2026

Chlorobenzene → HCID 12383333, compound

https://huagongshe.com/reaction/1641620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorobenzeneHCID 7964—
ReactantCesium carbonateHCID 10796—
Reactant(1,1'-Biphenyl)-3-carboxylic acidHCID 12854—
ReactantBis(adamantan-1-yl)(butyl)phosphaneHCID 11371790—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 12383333HCID 1238333371%

Reaction Steps

Palladium acetate (5.6 mg, 0.025 mmol), 3-phenylbenzoic acid (99 mg, 0.5 mmol) and 4-chlorobenzene (169 mg, 1.5 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 97 mg (71%) of a white solid was obtained. Analytical data are consistent with that of previously reported data.6 1H NMR (300 MHz, CDCl3) δ 7.36-7.50 (m, 10H), 7.63-7.66 (m, 2H), 7.75-7.78 (m, 1H), 8.15-8.18 (m, 1H). Carboxylate proton signal was not observed. The 1H NMR spectrum is shown in FIG. 43.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114993B2
Source datasetuspto-grants-2012_02
ORD IDord-5256ace556fb487fb3e0590e802af3b6
Source noteuspto-grants-2012_02