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ChemicalBook CAS DataBase List 2-HYDROXYANTHRACENE

2-HYDROXYANTHRACENE synthesis

10synthesis methods
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Yield:613-14-9 93%

Reaction Conditions:

with sodium tetrahydroborate;sodium carbonate in isopropyl alcohol for 0.333333 h;Heating;

Steps:

2-Anthrol (17)
NaBH4 (3.8 g, 100 mmol) was dissolved in 1M Na2CO3 (150 mL) in a large beaker (2 L), isopropanol (25 mL) was added and the resulting solution was heated to boiling point. Then solution of hydroxyanthraquinone 6 (2.5 g, 10 mmol) in 1M Na2CO3 (50 mL) was added portionwise with vigorous stirring and breaking the foam with a glass rod. The reaction mixture was heated at boiling point for 20 min, cooled to rt and acidified with 3M HCl. The product was filtered and washed thoroughly with water and finally dried in evacuated dessicator over KOH for 2 days to afford the product (2 g, 93%) in the form of yellow solid. The product was pure enough for the next step, no purification was needed.

References:

Škalamera, Đani;Veljković, Jelena;Ptiček, Lucija;Sambol, Matija;Mlinarić-Majerski, Kata;Basarić, Nikola [Tetrahedron,2017,vol. 73,# 40,p. 5892 - 5899] Location in patent:supporting information

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