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ChemicalBook CAS DataBase List 3,3-DIHYDROXYBENZYL
63192-57-4

3,3-DIHYDROXYBENZYL synthesis

5synthesis methods
-

Yield:63192-57-4 45%

Reaction Conditions:

with nitric acid in acetone at 50 - 70;

Steps:

Synthesis of hydroxy benzils (8-14)

General procedure: Hydroxy benzoins (100-400 mg) were dissolved in acetone (5 mL) and conc.HNO3 (2-3 mL) was added, and the reactions were stirred at 50-70 °C for 30-120 min [31]. The reactions were terminated after the TLC control. Acetone was evaporated, then water (30 mL) was added to the flask, extracted with ethyl acetate(3×30 mL) to give crude mixture then compounds 8-15 were purified with repeated VLC (Silica gel 230-400 mesh) usingthe increasing polarity of n-hexane, chloroform, ethyl acetate, and methanol solvent mixtures, and the fractions werechecked by TLC (Figure). The synthesis of compounds 8 [23], 9 [9], 11 [44], and 15 [commercial product] had beenmentioned in the literature.

References:

Yayli, Nurettin;Kili?, G?zde;Celik, Gonca;Kahriman, Nuran;Kanbolat, Seyda;Bozdeveci, Arif;Karaoglu, Sengül Alpay;Aliyazicioglu, Rezzan;Sellitepe, Hasan Erdin?;Dogan, Inci Selin;Aydin, Ali [Turkish Journal of Chemistry,2021,vol. 45,# 3,p. 788 - 804]