تفاعل #657287

معادلة التفاعل

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

methanol

thionyl chloride

→

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

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture was heated
2. 2
   درجة الحرارةat reflux overnight
3. 3
   درجة الحرارةAfter cooling
4. 4
   تركيزthe mixture was concentrated
5. 5
   workup.ADDITIONthe residue diluted with ice water (20 ml)
6. 6
   استخلاصThe aqueous phase was extracted with ethyl acetate (4×25 ml) and dichloromethane (4×50 ml)
7. 7
   غسيلthe combined organic layers washed with aqueous sodium bicarbonate (15 ml) and brine (15 ml)
8. 8
   تجفيفdried over sodium sulfate
9. 9
   تركيزconcentrated
10. 10
    أخرىthose described above under preparation example 6, step 2

الإجراء التجريبي

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.

المصدر