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ChemicalBook CAS DataBase List 7-Hydroxyquinoline
580-20-1

7-Hydroxyquinoline synthesis

13synthesis methods
Acrolein diethyl acetal

3054-95-3

3-Aminophenol

591-27-5

7-Hydroxyquinoline

580-20-1

The general procedure for the synthesis of 7-hydroxyquinoline from acrolein diethyl acetal and 3-aminophenol was as follows: the reaction was carried out in a Panasonic NN-K5541JF microwave reactor equipped with a magnetic stirring device. The typical operation was as follows: acrolein diethyl acetal (1 mmol), excess 3-aminophenol (4 mmol) and solid catalyst were added to a round bottom flask; subsequently, the mixture was placed in a microwave reactor. The reaction was carried out by continuous microwave radiation under reflux and stirring conditions for 1 to 40 min. Upon completion of the reaction, the products were analyzed and identified using a Varian Saturn 2200/CP-3800 gas chromatography-mass spectrometer (GC-MS) equipped with two CP8944 capillary columns (VF-5, 30 m × 0.25 mm × 0.25 μm).

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Yield: 78%

Reaction Conditions:

with copper(I) oxide;1D-1-O-Methyl-muco-inostol;sodium hydroxide in water at 130; for 6 h;

Steps:

19 Example 19: Preparation of 7-hydroxyquinoline:
In the l00mL hydrothermal synthesis reactor,Add sodium hydroxide (3 mmol), water (5 mL), stir and dissolve,Add 7-bromoquinoline (0.5 mmol), cuprous oxide (0.05 mmol),White hardwood alcohol (0.05 mmol), the reaction was stirred evenly at 130 ° C for 6 hours.After cooling, the pH was adjusted to 8 with dilute hydrochloric acid and extracted with ethyl acetate.The extract is concentrated and subjected to column chromatography to give 7-hydroxyquinoline, 57.3 mg.The yield was 78%.

References:

Shenyang Pharmaceutical University;Yunnan Tropical Crop Science Institute;Chen Guoliang;Wu Ying;Bao Xuefei;Li Guohua;Liang Xinjie;Jiang Shikuan;Zhou Qifan;Du Fangyu CN109970542, 2019, A Location in patent:Paragraph 0090-0092

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