Maleic Anhydride → 135861-52-8

Participants

Reaction Steps

Maleic anhydride (0.18 g, 1.8 mmol) was dissolved in toluene (2 mL). m-Aminophenyltributylstannane as described above (0.70 g, 1.8 mmol) in toluene (4 mL) was added dropwise over a 5 minute period. After the addition was complete, the reaction mixture was stirred for 15 minutes at room temperature then cooled in an ice-water bath. The precipitaed yellow product N-(m-tri-n-butylstannylphenyl)maleamic acid was collected by vacuum filtration, recrystallized from toluene and dried overnight in a vacuum dessicator (0.75 g, 85%): mp. 130°-131° C. 1H NMR (Me2SO-d6, δ); 10.4 (singlet, 1H, OH); 7.6 (singlet, 2H, aryl C2-H and aryl C6-H); 7.3 (triplet, 1H, aryl C5-H); 7.2 (doublet, 1H, aryl C4-H); 6.4 (doublet of doublets, 2H AB, J=12 Hz, 2 CHC=O); 0.9-1.6 (muliplets, 27H, 3× n-C4H9).

Provenance & Evidence