Toluene → 2-[4-(Methyl-prop-2-ynyl-amino)-butyl]-isoindole-1,3-dione

Participants

Reaction Steps

A mixture of bromobutylphthalimide (31.98 g, 0.113 mol), N-methyl-N-propargyl amine (8.19 g, 10 ml, 0.119 mol), potassium carbonate (23.39 g, 0.170 mol), and toluene (140 ml) was refluxed for 8 hours followed by overnight stirring at ambient temperature. The insoluble material was filtered off and washed with toluene. The flitrate and washings are evaporated to dryness, and the residue is purified by flash chromatography (Merck 60 silica gel, step gradient from 0-5% methanol in CH2Cl2). The pure fractions were combined, evaporated and dried in vacuo to yield the title compound, which was used as such in the next step.

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