Hydrochloric Acid → HCID 1591231, compound

Participants

Reaction Steps

5.00 g (32.86 mmol) Vanilin, 4.88 ml (39.48 mmol) n-pentylbromide and 13.62 g (98.59 mmol) potassium carbonate were dissolved in 50 ml 1-methyl-2-pyrrolidone. The reaction suspension was allowed to react for 6 hours at 25° C. Subsequently 8.55 ml (59.34 mmol) trimethylphosphonoacetate were added. The mixture was allowed to react for 18 hours at 25° C. Then 20 ml of a sodium hydroxide solution 28% in water were added. The reaction mixture was allowed to react for 1.5 hour at 70° C. After cooling, the mixture was acidified to pH=1 with hydrochloric acid 37 wt. %. The product was filtered off, washed with water and dried at 40° C. under vacuum to give 7.36 g (84.7%) (2E)-3-[3-methoxy-4-(pentyloxy)phenyl]prop-2-enoic acid as beige crystals.

Provenance & Evidence