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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871020Generated: November 3, 2026

N-Methylaniline → HCID 10219937, compound

https://huagongshe.com/reaction/1871020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylanilineHCID 7515—
Reactant4-ChlorobenzonitrileHCID 12163—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventTolueneHCID 1140—
ProductHCID 10219937HCID 1021993792%

Reaction Steps

The above general procedure was followed using 4-chlorobenzonitrile (137 mg, 1.00 mmol) and N-methylaniline (107 mg, 1.00 mmol) with 1 mol % Pd(dba)2 and 0.8 mol % tri-t-butylphosphine in 1.0 mL of toluene. After 12 hours, the reaction mixture was adsorbed onto silica gel and chromatographed with 10% ethyl acetate/hexanes to give 191 mg (92%) of N-(4-cyanophenyl)-N-methylaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100398
Source datasetuspto-grants-2000_08
ORD IDord-d7d890596b2f4e098d7c772eaf7c19fa
Source noteuspto-grants-2000_08