Hydrochloric Acid → 3-(3-Chloropropoxy)-4-methoxybenzoic acid

Participants

Reaction Conditions

Reaction Steps

In a 300 mL volume glass flask equipped with a stirrer, a thermometer and a dropping funnel were placed 18.2 g (69.7 mmol) of methyl 3-(3-chloropropoxy)-4-methoxybenzoate, 69.7 mL of aqueous sodium hydroxide solution (2 mol/L), and 69.7 mL of methanol. The resulting mixture was heated to 40° C. for 4 hours in an argon gas atmosphere. After the reaction was complete, the reaction mixture was cooled to 10° C., and neutralized by 69.7 mL of hydrochloric acid (2 mol/L), to precipitate a crystalline product. The crystalline product was collected and dried under reduced pressure, to give 7.2 g (isolated yield: 95.8%, purity: 99% in terms of area percentage by high performance liquid chromatography) of 3-(3-chloropropoxy)-4-methoxybenzoic acid as a white crystalline product.

Provenance & Evidence