Phenol → HCID 86741071, compound

Participants

Reaction Steps

Ninety-four grams (1 mole) of phenol, 138 grams (1 mole) of 3-hydroxybenzoic acid, 400 ml of hydrogen fluoride (HF), and 170 grams of boron trifluoride were allowed to react for 15 hours at 0° C. under autogeneous pressure in an autoclave. Then the reactor contents were mixed in excess water/ice. After filtering and washing the resulting green solid with water to remove the remaining HF, the powder was slurried with water, neutralized with sodium bicarbonate (NaHCO3) solution until pH=8, filtered and finally washed with water. After drying at 25° C. in air for 10 hours and under vacuum at 120° C. for 12 hours, there was obtained 160 grams of a beige, crystalline solid which was determined by NMR analysis to be 3,4'-dihydroxybenzophenone. The solid was acetylated directly by refluxing 3 hours with 640 ml of acetic anhydride and one drop of concentrated sulfuric acid. The solution was added to ice/water. The resultant solid was filtered, washed with cold methanol, and dried at 60° C. under vacuum. There was obtained 150 grams of pure 3,4'-dihydroxybenzophenone diacetate as determined by NMR analysis. Its melting point was 83°-84° C.

Provenance & Evidence