Sulfamic Acid → 3-(Cyclopentyloxy)-4-methoxybenzoic acid

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-cyclopentyloxy-4-methoxybenzaldehyde (19.8 g, 0.09 mole) and sulfamic acid (11.4 g, 0.12 mole) in 80% acetic acid (155 mL) was stirred while a solution of 80% sodium chlorite in water (43 mL) was slowly added. The reaction temperature was maintained at about 20° C. with an ice bath. The resulting yellow mixture was stirred at 20° C. for 1.5 hours, diluted with water (160 mL) and then stirred for 10 minutes. A white solid was isolated by filtration, washed with water and dried in a vacuum oven at 60° C. to provide 19.3 g of 3-cyclopentyloxy-4-methoxybenzoic acid.

Provenance & Evidence