Triphenyl phosphite → Butanal, 4-(acetyloxy)-2-methylene-

Participants

Reaction Steps

A solution of 1,4-diacetoxy-2-butene (170 g.), (1,5-cyclooctadiene) rhodium (acetylacetonate) (0.17 g.) and triphenylphosphite (0.51 g.) was heated to 75° C. in a 1 liter stainless steel autoclave under a pressure of 2,000 psig of synthesis gas. After a few hours, the reaction was complete. After cooling and venting, the resulting solution was distilled to remove benzene. P-toluenesulphonic acid (0.5 g.) was added and the mixture was distilled (115°-120° C./5 mmHg). The resulting distillate was fractionated to give 2-formyl-4-acetoxybutene (118.1 g., 89% yield).

Provenance & Evidence