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3-PyridineMethanol, alpha-3-pyridinyl- synthesis

4synthesis methods
-

Yield:89667-15-2 100%

Reaction Conditions:

with methanol;sodium tetrahydroborate in dichloromethane at 0; for 1 h;

Steps:

35.1

A round bottom flask was charged with di(pyridin-3-yl)methanone (500 mg, 2.72 mmol), MeOH (30 mL), and CH2C12 (15 mL) and cooled to 0 °C. NaBH4 (51 mg, 1.35 mmol) was added in one portion. The solution was stirred for 1 h at 0 °C and quenched with IN NaOH and the reaction was extracted with CH2CI2 (3X). The organic layers were combined, dried over Na2S04 and concentrated under reduced pressure. Crude di(pyridin-3-yl)methanol (505 mg, 100%) was used in the next step without further purification. XH NMR 400 MHz (CDC13) δ 8.32 (s, 2H), 8.24 (d, J= 4.8 Hz, 2H), 7.47 (d, J= 7.9 Hz, 2H), 7.09 - 7.01 (m, 2H), 5.67 (s, 1H).

References:

WO2013/103973,2013,A1 Location in patent:Paragraph 00170