BENZYL 4-BROMOTETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE Chemical Properties

Boiling point:

144 °C

Density 

1.374 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.5590(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Room Temperature

pka

-2.82±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

Hazard Codes 

Xi

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29333999

MSDS

• Language:English Provider:SigmaAldrich

BENZYL 4-BROMOTETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE Usage And Synthesis

Synthesis

To a reaction flask was added 4-bromopiperidine hydrobromide (5.0 g, 20.4 mmol) and dichloromethane (80 mL) followed by saturated sodium bicarbonate solution (160 mL) and benzyl chloroformate (3.7 mL, 24.5 mmol). The reaction mixture was stirred at 23 °C for 22 hours. Upon completion of the reaction, the mixture was transferred to a partition funnel and the product was extracted with dichloromethane. The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. Purification by silica gel column chromatography (eluent: hexane/ethyl acetate = 8:1) afforded benzyl 4-bromopiperidine-1-carboxylate (3.02 g, 10.1 mmol, 50% yield) as a colorless oil. Mass spectrum (MS): m/e 298.

References

[1] Patent: WO2003/103669, 2003, A1. Location in patent: Page 44-45

BENZYL 4-BROMOTETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE(166953-64-6)Related Product Information

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