Triacetoxyperiodinane → HCID 178447962, compound

Participants

Reaction Conditions

Reaction Steps

(E)-4-(4-(trans-4-Propylcyclohexyl)but-3-en-1-yl)cyclohexanol (s44) (4.7 g) and methylene chloride (100 ml) were placed in a reaction vessel under an atmosphere of nitrogen, and cooled to 0° C. Dess-Martin periodinane (DMP; 9.3 g) was added in the temperature range of 0° C. to 5° C. After 1 hour of stirring at 0° C., the reaction mixture was allowed to come to room temperature, and the stirring was continued for another 8 hours. Celite was added to the reaction mixture, and unnecessary materials were removed. The solution was concentrated under reduced pressure, and the residue was purified by column chromatography with toluene as an eluent and silica gel as a stationary phase powder to give (E)-4-(4-(trans-4-propylcyclohexyl)but-3-en-1-yl)cyclohexanone (s45) (4.6 g). The yield based on the compound (s44) was 98.6%.

Provenance & Evidence