3,4-Dihydroxybenzophenone

3,4-dihydroxybenzophenone, CAS number is 10425-11-3, molecular formula is C13H10O3; molecular weight is 214; white crystal powder; melting point is 144~148 oC. Used as pharmaceutical and photosensitive material intermediates. The synthesis reaction formula is as follows:

3,4-Dihydroxybenzophenone

Synthesis Method

1. Synthesis of 3,4-Dimethoxybenzophenone

In a dry 100mL three-necked flask equipped with a stirrer, thermometer, and dropping funnel, add 50mL of carbon disulfide, 14g of o-dimethoxybenzene (0.1mol), and 17g of aluminum trichloride (0.13mol), stir, and heat to reflux . Add benzoyl chloride 14g (0.1mol) and aluminum trichloride 17g (0.13mol) dropwise, stir, and heat to reflux. 14g (0.1mol) of benzoyl chloride was added dropwise. After dripping, continue refluxing for 4 hours. After cooling, extract with 20mL x 2 ice water, combine the water layers, adjust the pH to 1 with concentrated hydrochloric acid, and precipitate a large amount of precipitate. Filter, wash the filter cake with dilute hydrochloric acid, and dry. The obtained light gray solid is recrystallized with anhydrous ethanol to obtain 17.7g of white needle-like crystals 3,4-dimethoxybenzophenone, with a yield of 73% and a melting point of 102~104 oC.

3,4-Dihydroxybenzophenone

2. Synthesis of 3,4-Dihydroxybenzophenone

In a 50mL eggplant-shaped flask equipped with a stirrer, air cooling tube and thermometer, add 8g (0.03mol) of 3,4-dimethoxybenzophenone and 12g (0.1mol) of pyridine hydrochloride, stir and raise the temperature to 180 oC and melted for 2 hours. Cool to room temperature, add 80 mL of 3 mol/L hydrochloric acid, extract with 40 mL × 3 ethyl acetate, combine the extracts, decolorize with activated carbon, and evaporate the solvent under reduced pressure. The residue was placed in the refrigerator overnight, white crystals precipitated, filtered, and dried to obtain 5.8g of 3,4-dihydroxybenzophenone, with a yield of 82% and a melting point of 133 ~ 135 oC.

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