Hydrochloric Acid → HCID 71272420, compound

Participants

Reaction Conditions

Reaction Steps

7.1 g (22 mmol) of 4-[(11-hydroxyundecyl)oxy]-3-methoxybenzaldehyde, 5.0 g (24 mmol) of (3,4,5-trimethoxyphenyl)acetonitrile are dissolved in 50 mL of tert-butyl methyl ether. 0.49 g of potassium tert-butoxide are added under stirring and the mixture is heated to 54° C. After 18 h at 54° C., the reaction mixture is poured on 75 mL icy water under stirring. The pH is adjusted to 7 with 25% HCl. After 1 h stirring, the precipitate is filtered off, washed with water and dried at 40° C. under vacuum. 8.5 g of (2Z)-3-{4-[(11-hydroxyundecyl)oxy]-3-methoxyphenyl}-2-(3,4,5-trimethoxyphenyl)prop-2-enenitrile are obtained as a yellow solid (76% yield). This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Provenance & Evidence