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ChemicalBook CAS DataBase List 2-(Pyridin-3-yl)propan-2-ol
15031-77-3

2-(Pyridin-3-yl)propan-2-ol synthesis

7synthesis methods
3-Acetylpyridine

350-03-8

2-(Pyridin-3-yl)propan-2-ol

15031-77-3

The general procedure for synthesizing 2-(pyridin-3-yl)propan-2-ol from 3-acetylpyridine was as follows: an ether solution of methyl lithium (1.4 M, 14 mL, 20 mmol) was used to react with 3-acetylpyridine (2.2 mL, 20 mmol) in dry tetrahydrofuran (40 mL) according to the method of Example 4a. After completion of the reaction, the product was purified by post-treatment and column chromatography using ether- petroleum ether-triethylamine (30:10:1) as eluent to afford 2-(pyridin-3-yl)propan-2-ol (1.26 g, 46% yield) as an oil. Its 1H-NMR (CDCl3) data were as follows: δ 1.58 (6H, s, CMe2), 7.22 (1H, m, Py 5-H), 7.85 (1H, m, Py 4-H), 8.32 (1H, m, Py 6-H), 8.65 (1H, m, Py 2-H); Mass Spectrum (MS) m/z 137 (M+).

-

Yield:15031-77-3 89%

Reaction Conditions:

in diethyl ether;benzene at 25; for 1.5 h;ketone/MeLi ratio 1:2;

References:

Epsztajn, Jan;Bieniek, Adam [Journal of the Chemical Society. Perkin transactions I,1985,p. 213 - 220]

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