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ChemicalBook CAS DataBase List 2-HYDROXY-9-FLUORENONE
6949-73-1

2-HYDROXY-9-FLUORENONE synthesis

8synthesis methods
-

Yield: 99.9%

Reaction Conditions:

with lithium hydroxide monohydrate;N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide;copper dichloride in water;dimethyl sulfoxide at 100; for 4 h;Reagent/catalyst;

Steps:

1-3 Synthesis of 2-hydroxyfluoren-9-one using copper (II) chloride
2-bromofluoren-9-one (Tokyo Chemical Industry Co., Ltd., 4.13 g, 16 mmol), lithium hydroxide monohydrate(1.41 g, 34 mmol), copper (II) chloride (45 mg, 0.33 mmol), N, N'-bis (2,6-dimethyl-4-hydroxyphenyl) oxamide (106 mg, 0.33 mmol) and DMSO / The mixture of water (25.6 mL / 6.4 mL) was heated and stirred at 100 ° C. for 4 hours. After cooling to room temperature,The reaction mixture is poured into 0.2 M hydrochloric acid (150 mL) andThe resulting red solid was collected by filtration and dried in vacuo (105 ° C., overnight).The target 2-hydroxyfluoren-9-one was obtained as a red solid (yield: 3.14 g, 99.9%,HPLC purity: 97.4%).

References:

Osaka Gas Chemical Co., Ltd.;Yamagata, Kenichi JP2019/77634, 2019, A Location in patent:Paragraph 0101-0105

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