반응 #657287

반응 방정식

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

methanol

thionyl chloride

→

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

반응 조건

후처리

1. 1
   온도the reaction mixture was heated
2. 2
   온도at reflux overnight
3. 3
   온도After cooling
4. 4
   농축the mixture was concentrated
5. 5
   workup.ADDITIONthe residue diluted with ice water (20 ml)
6. 6
   추출The aqueous phase was extracted with ethyl acetate (4×25 ml) and dichloromethane (4×50 ml)
7. 7
   세척the combined organic layers washed with aqueous sodium bicarbonate (15 ml) and brine (15 ml)
8. 8
   건조dried over sodium sulfate
9. 9
   농축concentrated
10. 10
    기타those described above under preparation example 6, step 2

실험 절차

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.

출처