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ChemicalBook CAS DataBase List 3-(3-pyridinyl)Phenol
93851-31-1

3-(3-pyridinyl)Phenol synthesis

7synthesis methods
-

Yield: 78%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;sodium carbonate in 1,2-dimethoxyethane;water at 120; for 0.333333 h;Microwave irradiation;

Steps:

18 Preparation Example 18. Synthesis of 3-(pyridin-3-yl)phenol (Compound 6-16):
Preparation Example 18. Synthesis of 3-(pyridin-3-yl)phenol (Compound 6-16):3-Bromophenol (500 mg, 2.86 mmol) and pyridin-3-ylboronic acid (422 mg, 3.76 mmol) were dissolved in dimethoxyethane/water =5 mL/2.5 mL. Pd(dppf)Cl2 (118 mg, 0.14 mmol) and sodium carbonate (919 mg, 8.67 mmol) were added thereto, followed by stirring inmicrowave at 120 °C for 20 minutes. After the completion of the reaction, the reaction mixture was filtered using Celite. The filtrate was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by column chromatography (hexane:ethyl acetate 9:1) to obtain 3-Q,yridin-3-yl)phenol (386 mg, 78 %).

References:

CHONG KUN DANG PHARMACEUTICAL CORP.;INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION;CHOI, HoJin;LEE, JaeWon;LEE, ChangGon;HA, NiNa;SEO, Su Kil;LEE, SunMi;LEE, Song-Min WO2014/35149, 2014, A1 Location in patent:Page/Page column 77