2-(Phenylmethylene)octanal → HCID 54380108, compound

Participants

Reaction Steps

A solution of α-hexylcinnamaldehyde (62.19 g, 0.288 mole), triethyl orthoformate (42.61 g, 0.288 mole), diethyl L-tartrate (51.5 g, 0.25 mole) in toluene (180 ml) containing p-toluene sulfonic acid (0.8 g) was refluxed for 1 hour. About 100 ml of ethanol-toluene mixture was distilled over a period of 2 hours, and after cooling the remaining solvent was removed on a rotary evaporator. The residue was dissolved in toluene (200 ml) and the solution was washed with aqueous NaHCO3 and then with water. The solution was dried over Na2SO4, and the solvent was evaporated under reduced pressure to provide a brown liquid (110.1 g).

Provenance & Evidence