Hydrochloric Acid → HCID 69991613, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl acrylate (1.16 mL, 10.7 mmol), palladium acetate (60.1 mg, 0.27 mmol), tri-o-tolylphosphine (160 mg, 0.54 mmol) and triethylamine (1.62 mL) were added to a solution of 3-bromo-2-methyl phenol (1 g, 5.35 mmol) in acetonitrile (2.5 mL) under a nitrogen atmosphere. The mixture was heated at 82° C. for 16 hours and cooled. 1N Hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, dried under sodium sulfate, and concentrated to dryness. Purification by flash chromatography, eluting with hexane/ethyl acetate, gave trans-3-(3-hydroxy-2-methylphenyl)acrylic acid ethyl ester as a clear oil (480 mg, 43.5%).

Provenance & Evidence