Triethylamine → 3-(9-(biphenyl-4-ylmethyl)-9H-carbazol-3-yl)acrylic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture of the above bromo-carbazole (7.15 g, 18 mmol), tert-butyl acrylate (3.01 g, 23.3 mmol), palladium acetate (40 mg, 0.2 mmol), tri-o-tolylphosphine (220 mg, 0.7 mmol) and triethylamine (10 ml) in an screw cap ampoule was heated at 100° C. for 20 h. The cooled reaction mixture was diluted with ethyl acetate (75 ml), washed with water (3×20 ml), dried (MgSO4), filtered and evaporated in vacuo. The residue (9.6 g) was purified by column chromatography on silicagel (600 ml) using toluene as eluent which afforded 4.92 g (60%) of 3-(9-(biphenyl-4-ylmethyl)-9H-carbazol-3-yl)acrylic acid tert-butyl ester as a solid.

Provenance & Evidence