Tributylstannane → HCID 6082810, compound

Participants

Reaction Conditions

Reaction Steps

The synthesis was carried out according to the methods described in (a) Labadie, J. W.; Tueting, D.; Stille, J. K. J. Org. Chem. 1983, 48, 4634 and (b) Lappert, M. F.; Jones, K. J. Organomet. Chem. 1965, 3, 295. A mixture of tributyltin hydride (5.82 g, 20.0 mmole), phenylacetylene (1.95 g, 19.0 mmole), and 2,2′-azobis(isobutyronitrile) (0.14 g, 0.085 mmole) was slowly heated to 50° C., followed by stirring for 24 hours. Next, the mixture was cooled to room temperature and filtered by a Celite pad to remove the white precipitate. The filtrate was distilled to obtain 6.50 g of tributyl[(E)-2-phenyl-1-ethenyl]stannane. Yield: 84%.

Provenance & Evidence