Boron trifluoride → HCID 86741070, compound

Participants

Reaction Conditions

Reaction Steps

One hundred seventy grams (1 mole) of p-phenylphenol, 138 grams (1 mole) of 3-hydroxybenzoic acid, 400 mL of hydrogen fluoride (HF), and 170 grams of boron trifluoride were reacted for 15 hours at 0° C. under autogenous pressure in an autoclave. Then the contents were mixed in excess water/ice to precipitate a green solid. After filtering and washing with water to remove the remaining HF, the powder was slurried with water, neutralized with 80 grams sodium bicarbonate (NaHCO3) until pH=8, filtered, and washed with water. After drying at 25° C. in air for 10 hours, the solid was dissolved in 3000 ml ethyl acetate, stirred overnight, and precipitated in a blender with 6000 ml n-hexane by volume. The solid was separated by filtration, washed two times with n-hexane, and dried at 120° C. under vacuum. The product was 160 grams of a beige crystalline solid which was determined by NMR analysis to be the 3-hydroxy,4'(4 -hydroxyphenyl)-benzophenone. This solid was acetylated directly by refluxing 3 hours with 640 ml of acetic anhydride and one drop of concentrated sulfuric acid. The solution was cooled to 25° C. and allowed to stand overnight. The solid was filtered, washed with methanol, and dried at 90° C. under vacuum. The product was 150 grams of 100% pure 3-hydroxy, 4'-(4-hydroxyphenyl)benzophenone diacetate as determined by NMR analysis. Its melting point was 120°-121° C.

Provenance & Evidence