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ChemicalBook CAS DataBase List o-Phenylenediamine
95-54-5

o-Phenylenediamine synthesis

13synthesis methods
-

Yield:95-54-5 99%

Reaction Conditions:

with 10% Pd/C;ammonium formate;silica gel in methanol; for 1.5 h;Milling;

Steps:

2. General procedure for the mechanochemical reduction of nitroarenes

General procedure: In a typical experiment, a mixture of nitroarene compound (1.0 mmol),ammonium formate (3.3 mmol, 208 mg, 1.1 equivalent), palladium catalyst (10 % Pdon activated carbon, 2 mol%, 21 mg) and silica (175 mg) was ball milled in thepresence of dry methanol (η = 0.25 μL mg-1) for 90 minutes. After milling, a smallsample (≈ 1 mg) of the crude reaction mixture was suspended in methanol andimmediately analyzed by TLC (typically using dichloromethane : methanol = 20 : 1mixture as an eluent). The crude mixture was left in a well ventilated hood overnight,suspended in methanol and filtered over a Büchner funnel. Evaporation of the filtrateafforded the desired amino-derivative. If necessary, the final product was purified bycolumn chromatography.

References:

Portada, Tomislav;Margeti?, Davor;?trukil, Vjekoslav [Molecules,2018,vol. 23,# 12,art. no. 3163] Location in patent:supporting information

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