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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481670Generated: October 30, 2026

Aniline → HCID 59174316, compound

https://huagongshe.com/reaction/1481670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantCesium carbonateHCID 10796—
ReactantHCID 59174529HCID 59174529—
Catalystpalladium(II) acetateHCID 167845—
CatalystBinap, (A+-)-HCID 634876—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 59174316HCID 5917431665%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 4 (0.275 g, 1.19 mmol), 5 (0.403 g, 1.19 mmol), prepared according to Step-1 of Example 20, Pd(OAc)2 (0.0026 g, 0.11 mmol), BINAP (0.0037 g, 0.059 mmol) and Cs2CO3 (0.969 g, 2.95 mmol) in degassed toluene (toluene was purged with N2 for 30 min) was heated at 110° C. for 16 h under N2 atmosphere. The reaction mixture was cooled, diluted with EtOAc (20 mL), washed with water (10 mL), brine (10 mL) and dried over Na2SO4. Filtration followed by concentration under reduced pressure offered a residue which was further purified by column chromatography (SiO2, 60-120, pet ether/ethyl acetate 5/5) to give 6 (0.350 g, 55%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409921B2
Source datasetuspto-grants-2016_08
ORD IDord-45e46e6a1a314d2bb3abee7fdb562551
Source noteuspto-grants-2016_08