3,5-Dimethyl-4-methoxy-2-pyridinemethanol synthesis
- Product Name:3,5-Dimethyl-4-methoxy-2-pyridinemethanol
- CAS Number:86604-78-6
- Molecular formula:C9H13NO2
- Molecular Weight:167.21
86604-75-3
86604-78-6
General procedure for the synthesis of 4-methoxy-3,5-dimethyl-2-hydroxymethylpyridine from 2-chloromethyl-3,5-dimethyl-4-methoxypyridine hydrochloride: 80 g of 2-chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride was taken and 300 ml of methanol and 150 ml of water were added followed by 5.4 g of potassium iodide and 40.4 g of sodium hydroxide. The mixture was stirred and heated to reflux and the reaction lasted for 4 hours. Upon completion of the reaction, the methanol was removed by rotary evaporator. To the residue, 300 ml of drinking water was added, followed by extraction with dichloromethane (150 ml each time, 3 times). The organic phases were combined, washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. Finally, the organic phase was concentrated to give 50.0 g of a red oily liquid in 83.0% yield.
86604-75-3
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86604-78-6
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Yield:86604-78-6 83%
Reaction Conditions:
with potassium iodide;sodium hydroxide in methanol;water for 4 h;Reflux;Reagent/catalyst;
Steps:
1.b b. Preparation of 2-hydroxymethyl-3,5-dimethyl-4-methoxypyridine (V)
Take 80 g of 2- (chloromethyl) -4-methoxy-3,5-dimethylpyridine hydrochloride,Add 300 mL of methanol,150 mL water,5.4 g Potassium iodide,40.4 g sodium hydroxide,Stirring heated to reflux, the reaction 4 h.Remove the methanol by rotary evaporation, add 300 mL of drinking water and extract with methylene chloride (150 mL × 3). Combine the organic phases. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, concentrated,50.0 g red oily liquid. Yield 83.0%
References:
Weihai Disu Pharmaceutical Co., Ltd.;Disha Pharmaceutical Group Co., Ltd.;Pan Zhaoxi;Zhang Da;Gao Yongchen;Zhang Mingming CN107382963, 2017, A Location in patent:Paragraph 0013; 0017; 0021
91219-90-8
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86604-78-6
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150054-50-5
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86604-78-6
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86604-80-0
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86604-78-6
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187222-18-0
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86604-78-6
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