Tributylstannane → HCID 20442051, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred mixture of 33.96 g of 4-methyl-4-trimethylsilyloxy nonyne and 150 mg of azobisisobutyronitrile at ambient temperature under argon was added 41 ml of tri-n-butyltin hydride via syringe. The mixture was slowly heated in an oil bath, with a rapid exothermic reaction to 120° C. taking place as the temperature reached 60° C. Heating to 130°-135° C. continued for one hour. The product was then allowed to cool and was then distilled to provide 74.5 g of (E)-4-methyl-4-trimethylsilyloxy-1-tri-n-butylstannyl-1-nonene (b.p. 162°-164° C. at 0.15-0.30 mm).

Provenance & Evidence