Potassium sodium tartarate → HCID 178445835, compound

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.

1. additionAfter completion of the addition
2. extractionextracted three times with 100 ml of diethyl ether each time
3. washThe organic phased were washed with 100 ml of 10% potassium sodium tartrate solution and once with 100 ml of saturated sodium chloride solution
4. dry with materialdried over potassium carbonate
5. concentrationconcentrated

ORD record

ord-b9bbaf918c644607be9a433084ac43e4

Source dataset

uspto-grants-1985_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04528114