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ChemicalBook CAS DataBase List N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER
1690-75-1

N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER synthesis

10synthesis methods
-

Yield:1690-75-1 91%

Reaction Conditions:

with formaldehyd;formic acid in water for 3 h;Heating / reflux;

Steps:


To a stirred solution of methyl isonipecotate (L. OOG, 7.00 mmol) in methanol (25 ml) was added formic acid (5.52g, 12.00 mmol) and a solution of formaldehyde (2.67g, 35.00 mmol, 40% aqueous) and the reaction heated at reflux. After 3 hours the reaction was cooled and concentrated under reduced pressure. The aqueous solution was basified with NAHC03 and extracted with DCM (3 x 30 ml), dried (MGSO4) and concentrated under reduced pressure to give a brown liquid (L. OOG, 910-.) ; b (270 MHz; CDC13 ; Me4Si), 1.69-2. 03 (6 H, m), 2.23-2. 32 (4H, m), 2.78- 2.83 (2H, m), 3.68 (3 H, s); M/Z (APCI) 158 (100% [M+H] +), 126 (33, C7H120N).

References:

BIOFOCUS PLC WO2004/58259, 2004, A1 Location in patent:Page/Page column 26-27

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