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ChemicalBook CAS DataBase List 2-(4-METHOXY-PHENYL)-ISOINDOLE-1,3-DIONE

2-(4-METHOXY-PHENYL)-ISOINDOLE-1,3-DIONE synthesis

14synthesis methods
201230-82-2 Synthesis
carbon monoxide

201230-82-2
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610-97-9 Synthesis
Methyl 2-iodobenzoate

610-97-9
410 suppliers
$9.00/1g

104-94-9 Synthesis
p-Anisidine

104-94-9
475 suppliers
$9.00/1g

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Yield:2142-04-3 98%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 100; under 760.051 Torr; for 1 h;Schlenk technique;

Steps:

General procedure for aminocarbonylation

General procedure: A 50 cm3 Schlenk flask was charged with an ortho-substituted iodoarene(1×10-3 mol), an amine (1.1-5×10-3 mol), K2CO3(2×10-3 mol), a catalyst (5×10-6 mol), and a stirring bar. Next, 5cm3 of DMF was added. Under balloon pressure of CO, the reactionmixture was stirred at 100 °C for 1-6 h. After the reaction, the Schlenkflask was cooled down, and the organic products were extracted with3×7 cm3 of diethyl ether (3×15 min with stirring) and then GCanalyzed with dodecane as the internal standard (0.076 cm3, 5.46×10-4 mol). Each reaction was repeated minimum twice and the averagevalue from two experiments was reported. The difference between tworesults was below 5%.After the solvents were evaporated, the crude product was purifiedby flash chromatography on silica gel using hexane/ethyl acetate (10:4)as the eluent, and the corresponding N-substituted phthalimides wereobtained

References:

Wójcik, Przemys?aw;Trzeciak, Anna M. [Applied Catalysis A: General,2018,vol. 560,p. 73 - 83]