(6-METHOXY-PYRIDIN-2-YL)-METHANOL Chemical Properties

Boiling point:

72-73 °C(Press: 0.06 Torr)

Density 

1.155±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

13.22±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

(6-METHOXY-PYRIDIN-2-YL)-METHANOL Usage And Synthesis

Synthesis

General procedure for the synthesis of 6-methoxy-2-pyridinemethanol from 6-methoxypyridine-2-carboxylic acid methyl ester: 6-methoxypyridine-2-carboxylic acid methyl ester (2 g, 11.96 mmol) was dissolved in anhydrous methanol (20 mL) and cooled down to 0 °C under nitrogen protection. Sodium borohydride (1.36 g, 35.89 mmol) was slowly added and the reaction system was kept stirred at 0 °C for 30 min. Subsequently, the reaction system was slowly warmed to room temperature and stirring was continued for 1 hour. After completion of the reaction, the reaction was quenched with water and the reaction mixture was concentrated on a rotary evaporator. The concentrated mixture was diluted with brine (100 mL) and then extracted with a mixture of dichloromethane and 2-propanol (2:1, 3 x 150 mL, by volume). The organic phases were combined, dried with magnesium sulfate, filtered, and concentrated on a rotary evaporator to give 6-methoxy-2-pyridinemethanol (500 mg, 30% yield) as an oily product. Mass spectrometry analysis showed [M+H]+ calculated value of 140.1 and measured value of 140.1.

References

[1] Patent: US2009/274632, 2009, A1
[2] Patent: US9247759, 2016, B2. Location in patent: Page/Page column 303
[3] Patent: US2016/376263, 2016, A1. Location in patent: Paragraph 0469; 0470
[4] Patent: WO2014/3483, 2014, A1. Location in patent: Page/Page column 34
[5] Patent: WO2011/79076, 2011, A1. Location in patent: Page/Page column 93

(6-METHOXY-PYRIDIN-2-YL)-METHANOL(63071-12-5)Related Product Information

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