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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481673Generated: October 30, 2026

Aniline → HCID 59174316, compound

https://huagongshe.com/reaction/1481673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 59174529HCID 59174529—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 59174316HCID 5917431643.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 4 (0.3 g, 1.52 mmol), 5 (0.61 g, 1.8 mmol), Pd(OAc)2 (0.017 g, 0.076 mmol), BINAP (0.066 g, 0.106 mmol) and Cs2CO3 (1.23 g, 3.78 mmol) in degassed toluene (20 mL) (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, washed with water and brine and dried over Na2SO4. Filtration followed by concentration under reduced pressure offered a residue which was further purified by column chromatography (SiO2, petroleum ether:ethyl acetate; 6:4) to obtain 6 (0.3 g, 39.5%) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409921B2
Source datasetuspto-grants-2016_08
ORD IDord-e7ee642caac7453eae337c7d1548d5ce
Source noteuspto-grants-2016_08