4-(PIPERIDIN-4-YL)-MORPHOLINE

4-(PIPERIDIN-4-YL)-MORPHOLINE Property

Melting point:

40-43 °C(lit.)

Boiling point:

100-115 °C0.15-0.20 mm Hg(lit.)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4-(PIPERIDIN-4-YL)-MORPHOLINE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 4-morpholinopiperidine trifluoroacetate from 2,2,2-trifluoroacetic acid and 4-(4-piperidinyl)morpholine: To a stirred solution of tert-butyl 4-oxo-piperidine-1-carboxylate (3.0 g, 15 mmol) in THF (25 mL) were sequentially added morpholine (1.56 g, 18 mmol) and tetraisopropyl titanate (5.58 mL). The reaction mixture was stirred at room temperature for 1 hour. Subsequently, ethanol (15 mL) was added followed by sodium cyanoborohydride (0.63 g, 10.05 mmol). The resulting mixture was stirred at room temperature overnight and the reaction was quenched by the addition of water (4 mL). After continued stirring for 30 min, the white solid was removed by filtration and the filtrate was concentrated by evaporation. The residue was partitioned between ether and water, and the organic layer was separated and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give a white solid. The solid was dissolved in 40 mL of 50% trifluoroacetic acid in dichloromethane solution and stirred at room temperature for 1 hour before removing the solvent. The residue was lyophilized to give the target product 4-morpholinopiperidine trifluoroacetate as a white solid (5.48 g, 98% yield). Mass spectrometry analysis showed that the (M+H)+ peak was located at m/z 171.

References

[1] Patent: US2005/239843, 2005, A1. Location in patent: Page/Page column 15