Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 488501Generated: October 29, 2026

Cesium carbonate → 2-{4-[3-(3,4-Dichlorophenyl)-propyl]phenylamino}benzoic acid methyl ester

https://huagongshe.com/reaction/488501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 2-bromobenzoateHCID 11894—
Reactant4-[3-(3,4-Dichloro-phenyl)propyl]phenylamineHCID 22269748—
CatalystPalladiumHCID 23938—
CatalystDi-p-tolylphosphino-1,1'-binaphthylHCID 18398271—
SolventTolueneHCID 1140—
Product2-{4-[3-(3,4-Dichlorophenyl)-propyl]phenylamino}benzoic acid methyl esterHCID 5451362582.6%

Reaction Steps

The title compound was prepared from 4-[3-(3,4-dichlorophenyl)propyl]-phenylamine (600 mg, 2.14 mmol), 2-bromobenzoic acid methyl ester (380 mg, 1.78 mmol), cesium carbonate (812 mg, 2.49 mmol), tris(dibenzylideneacetone-dipaladium(0) (49 mg, 0.053 mmol) and (S)-2,2′-bis(di-p-tolylphosphino-1,1′-binaphthyl (98%, (S)-tol-BINAP) (54 mg, 0.080 mmol) (Ligand/Pd=1.5) in anhydrous toluene (15 mL) using the procedure described in Example 2, Step C. This procedure yielded an yellow oil, 0.61 g (1.47 mmol, 69%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06972287B1
Source datasetuspto-grants-2005_12
ORD IDord-367032a5e3bc4740b90d24e15c1f2351
Source noteuspto-grants-2005_12