Sulfuric Acid → HCID 178444437, compound

Participants

Reaction Steps

a solution of 3 g of 4-[4E-(trans-4-pentylcyclohexyl)-3-butenyl]benzaldehyde and 1.7 g of 2-pentyl-1,3-propanediol in 50 ml of toluene was treated with 2 drops of 10% (vol.) sulphuric acid. The mixture was heated to boiling for 2 hours, whereby the resulting water was simultaneously distilled off. Then, 4 drops of triethylamine were added to the reaction mixture. After cooling the mixture was washed with 50 ml of 1N sodium hydrogen carbonate solution and twice with 50 ml of water each time, dried over magnesium sulphate, filtered and subsequently concentrated. Chromatography of the residue on silica gel with toluene and recrystallization from acetone gave 1.2 g of trans-5-pentyl-2-(4-[4E-(trans-4-pentylcyclohexyl)-3-butenyl]phenyl-1,3-dioxane.

Provenance & Evidence