ChemicalBook CAS DataBase List 2-HYDROXYANTHRACENE

2-HYDROXYANTHRACENE synthesis

10synthesis methods

Product Name:2-HYDROXYANTHRACENE
CAS Number:613-14-9
Molecular formula:C14H10O
Molecular Weight:194.23

605-32-3

613-14-9

General procedure for the synthesis of 2-hydroxyanthraquinone from 2-hydroxyanthracene: NaBH4 (3.8 g, 100 mmol) was dissolved in a 1 M Na2CO3 (150 mL) solution in a large 2 L beaker, isopropanol (25 mL) was added and the resulting solution was heated to boiling point. Subsequently, a 1M Na2CO3 (50 mL) solution of 2-hydroxyanthraquinone (2.5 g, 10 mmol) was added in batches under vigorous stirring and the foam was broken with a glass rod. The reaction mixture was heated at boiling point for 20 min, cooled to room temperature and acidified with 3M HCl. The product was filtered, washed thoroughly with water and finally dried with KOH in a vacuum desiccator for 2 days to give 2-hydroxyanthracene in yellow solid form (2 g, 93% yield). The product was pure enough to be used in the next step of the reaction without further purification.

605-32-3 Synthesis

605-32-3
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$6.00/1g

613-14-9
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$113.00/200MG

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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