p-Toluenesulfonic acid → HCID 53932472, compound

Participants

Reaction Steps

To a 250 mL four-neck reaction flask protected from atmospheric moisture by nitrogen gas throughout the course of the reaction a mixture of 12.6 g of (E)-2,6,10-trimethyl-1,1-dimethoxy-3,5,9-undecatriene (0.05 mol) of formula (2A), 100 mL THF and 1.2 g of PTSA was added. After stirred until homogeneous, 22 g of water was added, and additional 24 h of stirring at 20˜25° C. was needed until the reaction completed according to GC. Then a solution of 2 g of NaHCO3 and 20 mL water was added for neutralization. After removal of THF by vacuum distillation, 100 mL of cyclohexane was added and then stratification. The organic layer was washed with 30 mL water, dried over anhydrous magnesium sulfate and subsequently filtered. Removal of the volatile organic solvents by evaporation at reduced pressure afforded 10.5 g of crude 2,6,10-trimethyl-3,5,9-undecatriene-1-aldehyde of formula (12).

Provenance & Evidence