N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER Chemical Properties

Boiling point:

202°C(lit.)

Density 

1.0806 (rough estimate)

refractive index 

1.4520 to 1.4560

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

pka

8.43±0.10(Predicted)

color 

Colorless to Light yellow

InChI

InChI=1S/C8H15NO2/c1-9-5-3-7(4-6-9)8(10)11-2/h7H,3-6H2,1-2H3

InChIKey

KYAOKPRJTMFBTQ-UHFFFAOYSA-N

SMILES

N1(C)CCC(C(OC)=O)CC1

Safety Information

HS Code 

2933399990

N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Synthesis

To a stirred solution of methyl 4-piperidinecarboxylate (7.00 mmol) in methanol (25 mL) was sequentially added formic acid (5.52 g, 12.00 mmol) and 40% aqueous formaldehyde (2.67 g, 35.00 mmol). The reaction mixture was heated to reflux. after 3 h, the reaction mixture was cooled and concentrated under reduced pressure. The residue was dissolved in water, alkalized with sodium bicarbonate solution and extracted with dichloromethane (3 x 30 mL). The organic layers were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give methyl N-methyl-4-piperidinecarboxylate in brown liquid form (yield: 910 mg). NMR hydrogen spectrum (270 MHz, CDCl3, TMS as internal standard) δ: 1.69-2.03 (6H, m), 2.23-2.32 (4H, m), 2.78-2.83 (2H, m), 3.68 (3H, s). Mass spectrum (APCI) m/z: 158 ([M+H]+, 100%), 126 (C7H12ON, 33%).

References

[1] Patent: WO2004/58259, 2004, A1. Location in patent: Page/Page column 26-27

N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER(1690-75-1)Related Product Information

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