Benzaldehyde → HCID 22000958, compound

Participants

Reaction Steps

A mixture of 3-bromoaniline (1.72 g, 10 mmol), 2-methyl-3-butyn-2-ol (1.1 g, 13 mmol) and benzaldehyde (0.3 g, 2.8 mmol, containing some benzoic acid) in triethylamine (5 g) was treated with palladium diacetate (11 mg) and triphenylphosphine (197 mg). This mixture was deaerated by bubbling nitrogen and then heated to reflux. CuI (10 mg) was added and the mixture was heated at reflux for 7 hours. Product isolation analogous to Example 2 gave 1.2 g of 3-aminophenylacetylene dimethylcarbinol.

Provenance & Evidence