Potassium sodium tartarate → HCID 178442087, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2.6 g of 4-[2-(trans-4-cyanocyclohexyl)ethyl]-4'-pentylbiphenyl in 100 ml of methylene chloride was placed at -78° C. in a sulphonation flask under argon gasification and treated within 5 minutes with 9.5 ml of a 1.5N soution of diisobutylaluminium hydride in toluene. The mixture was subsequently stirred at -78° C. for a further 4.5 hours, then poured into 100 ml of 10% potassium sodium tartrate solution and extracted three times with 100 ml of methylene chloride each time. The organic phases were washed once with 100 ml of 10% potassium sodium tartrate solution, dried over magnesium sulphate and concentrated. Low-pressure chromatography (0.5 bar) of the residue (2.93 g) on silica gel with ethyl acetate as the eluant gave 2.33 g (89%) of trans-4-[2-(4'-pentyl-4-biphenylyl)ethyl]cyclohexanecarboxaldehyde as colourless crystals.

Provenance & Evidence