(Diethoxymethyl)benzene → HCID 131710141, compound

Participants

Reaction Conditions

Reaction Steps

1.5 g. helveticoside are dissolved in 20 ml. benzaldehyde diethylacetal and treated with 1.5 g. of a cation exchanger (Lewatit S 100) in the H+-form. The mixture is heated to 55°C while stirring, and the course of the reaction is followed by thin-layer chromatography. After a reaction time of about 4 hours, no more helveticoside can be detected. The ion exchanger is filtered off and the solvent distilled off from the filtrate in a rotating evaporator under vacuum from a water pump. The residue is triturated with petroleum ether. Yield: 950 mg. benzaldehydehelveticoside, melting point: 202-210°C (decomposition)⟦alpha.D20 ] (C = 1, chloroform):+25° IR-bands: Aromatic bands at 3030, 3050, 695 and 755 cm-1. Lactone-carbonyl bands at 1740 and 1775 cm-1, aldehyde carbonyl band at 1719 cm-1, C = C double-bond band at 1618 cm-1. λ max. 207 m μ (in CH3OH).

Provenance & Evidence