3,4-Dichloroaniline → 42174-34-5

Participants

Reaction Steps

3,4-Dichloroaniline (5.41 g, 33.6 mmol) and triethylamine (1.5 ML) were dissolved in 160 mL of THF and treated with trans-cinnamoyl chloride (6.71 g, 40.3 mmol) with vigorous stirring at room temperature for 2 h, and then quenched with 10 mL of H2O. The reaction mixture was extracted with EtOAc (3×100 mL). The combined organics were washed with saturated solution of Na2CO3, brine, dried over MgSO4 and then concentrated in vacuo to yield the title compound as a white crystalline solid (6.2 g, 63%), MS (ES) m/e 293 [M+H]+.

Provenance & Evidence