4-(MORPHOLINOMETHYL)BENZYLAMINE Chemical Properties

Melting point:

54-56°C

Boiling point:

324.7±32.0 °C(Predicted)

Density 

1.103±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

9.18±0.10(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

91271-84-0

Safety Information

Hazard Codes 

C

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Corrosive

HazardClass 

IRRITANT

HS Code 

2934999090

4-(MORPHOLINOMETHYL)BENZYLAMINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-(morpholinomethyl)benzylamine: lithium aluminum hydride (1.13 g, 29.7 mmol) was slowly added to tetrahydrofuran (THF, 50 mL) at 0 °C under nitrogen protection, followed by the dropwise addition of 4-(morpholin-4-ylmethyl)benzyl nitrile (2 g, 9.89 mmol) in THF solution (10 mL). The reaction mixture was stirred at 0 °C for 1 h and then brought to room temperature and continued to stir overnight. Upon completion of the reaction, the mixture was cooled to 0 °C and the reaction was quenched by the slow addition of water (1.15 mL). Next, ether (125 mL) and 3N NaOH aqueous solution (1.15 mL) were added followed by water (3.45 mL) and stirred for 1 hour at room temperature. The solid residue was removed by filtration and the filtrate was concentrated in vacuum to give 4-(morpholinomethyl)benzylamine as a colorless oil (1.87 g, 94% yield). Mass spectrum (APCI+) m/z: 207 ([M + H]+).

References

[1] Patent: WO2007/28083, 2007, A2. Location in patent: Page/Page column 91-92
[2] European Journal of Medicinal Chemistry, 2018, vol. 152, p. 31 - 52

4-(MORPHOLINOMETHYL)BENZYLAMINE(91271-84-0)Related Product Information

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• 4-Methylmorpholine
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• 1-[4-[(2,6-DIMETHYLMORPHOLIN-4-YL)METHYL]PHENYL]METHANAMINE
• 2-CHLORO-N-[4-(MORPHOLIN-4-YLMETHYL)BENZYL]ACETAMIDE
• BUTTPARK 63\09-15
• 1-[4-(MORPHOLIN-4-YLCARBONYL)PHENYL]METHANAMINE HYDROCHLORIDE
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• (2S)-2-AMINO-2-[3-METHOXY-4-(MORPHOLIN-4-YLMETHYL)PHENYL]PROPANOIC ACID
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• METHYL-(4-MORPHOLIN-4-YLMETHYL-BENZYL)-AMINE
• N'-hydroxy-4-(morpholin-4-ylmethyl)benzenecarboximidamide
• [3-fluoro-4-(morpholin-4-ylmethyl)phenyl]methanamine
• 4-(morpholin-4-ylmethyl)benzenecarboximidamide