Potassium sodium tartarate → HCID 178445835, compound

Participants

Reaction Steps

A solution of 4.91 g of p-(trans-5-butyl-1,3-dioxan-2-yl)benzonitrile in 50 ml of absolute toluene was placed at 0° C. in a sulphonation flask under argon gasification and treated within 3 minutes with 10 ml of a 3N solution of diisobutylaluminum hydride in toluene. After completion of the addition, the mixture was stirred at room temperature for a further 22 hours, then poured cautiously into 100 ml of 10% potassium sodium tartrate solution and extracted three times with 100 ml of diethyl ether each time. The organic phased were washed with 100 ml of 10% potassium sodium tartrate solution and once with 100 ml of saturated sodium chloride solution, dried over potassium carbonate and concentrated. Low-pressure chromatography (0.5 bar) of the residue (5.5 g) on silica gel with petroleum ether/ethyl acetate/triethylamine (80:20:1) gave 5.08 g of p-(trans-5-butyl-1,3-dioxan-2-yl)benzaldehyde as a colourless viscous oil (purity 98.3%) which was used without additional purification.

Provenance & Evidence