反应 #657287

反应方程式

1-methoxy-4-methylamino-piperidine-4-carboxylic acid

methanol

thionyl chloride

→

1-methoxy-4-methylamino-piperidine-4-carboxylic acid methyl ester

反应条件

后处理

1. 1
   温度the reaction mixture was heated
2. 2
   温度at reflux overnight
3. 3
   温度After cooling
4. 4
   浓缩the mixture was concentrated
5. 5
   workup.ADDITIONthe residue diluted with ice water (20 ml)
6. 6
   萃取The aqueous phase was extracted with ethyl acetate (4×25 ml) and dichloromethane (4×50 ml)
7. 7
   洗涤the combined organic layers washed with aqueous sodium bicarbonate (15 ml) and brine (15 ml)
8. 8
   干燥dried over sodium sulfate
9. 9
   浓缩concentrated
10. 10
    其他those described above under preparation example 6, step 2

实验过程

To a suspension of 1-methoxy-4-methylamino-piperidine-4-carboxylic acid (2.0 g, 10.63 mmol) in methanol (50 ml) at 0-10° C. was added thionyl chloride (2.29 ml, 3.76 g, 31.57 mmol) and the reaction mixture was heated at reflux overnight. After cooling, the mixture was concentrated, the residue diluted with ice water (20 ml) and neutralised with aqueous sodium bicarbonate. The aqueous phase was extracted with ethyl acetate (4×25 ml) and dichloromethane (4×50 ml), the combined organic layers washed with aqueous sodium bicarbonate (15 ml) and brine (15 ml), dried over sodium sulfate and concentrated. Yield: 0.76 g of 1-methoxy-4-methylamino-piperidine-4-carboxylic acid methyl ester (compound P5.4) as a viscous, orange oil. The spectral data of this crude material were identical to those described above under preparation example 6, step 2.

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