Isobutylamine → HCID 53357598, compound

Participants

Reaction Steps

A solution of phenylmagnesium bromide, prepared from bromobenzene (0.5 mL, 4.75 mmol) and magnesium turnings (0.29 g) in dry diethyl ether, was added to a solution of cyanuric chloride (1.2 g, 6.52 mmol) dissolved in dry diethyl ether at 0° C. The mixture allowed to warm to room temperature and stirring was continued (16 h). Diisopropyl ethylamine (3.5 mL, 3 eq) was then added followed by isobutylamine (2.0 mL, 3 eq) resulting in a precipitate. The solvent was then removed from the reaction mixture, the resulting residue was then poured into chloroform 200 mL, washed with water, 0.7M HCl and dried over sodium sulfate. Removal of the drying agent and solvent gave a brown residue which was flash-chromatographed on silica gel (hexane/ethyl acetate, 19:1) to give 46 (90 mg, <5%) as a white solid. The 1H and 13CNMR data were consistent with the expected product,

Provenance & Evidence