(4-BENZYL-1,4-OXAZINAN-2-YL)METHYLAMINE Chemical Properties

Boiling point:

120-122°C 0,5mm

Density 

1.076

Flash point:

143℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

9.37±0.29(Predicted)

Appearance

Colorless to light yellow Viscous Liquid

optical activity

0.15°(C=1 g/100ml MEOH)

CAS DataBase Reference

110859-47-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

34

Safety Statements 

26-36/37/39

RIDADR 

2735

Hazard Note 

Irritant

HS Code 

2921199990

(4-BENZYL-1,4-OXAZINAN-2-YL)METHYLAMINE Usage And Synthesis

Synthesis

General procedure for the synthesis of (4-benzyl-2-morpholinyl)methanamine from 2-[[4-(benzyl)-2-morpholinyl]methyl]-1H-isoindole-1,3(2H)-dione: To a 50 mL single-necked round-bottomed flask was added 2-(4-benzylmorpholin-2-yl)methylphthalimide (1.3 g, 3.87 mmol) and hydrazine hydrate (0.38 g, 7.6 mmol) and ethanol (13 mL) was added. The mixture was heated to 80 °C and then stirred for 4 hours. After completion of the reaction, which was monitored by thin layer chromatography (TLC), the resulting solution was cooled to room temperature and filtered to separate the inorganic material. The filtrate was concentrated under vacuum, 10% sodium hydroxide solution (10 mL) was added and extracted twice with dichloromethane (20 mL). All extracted organic layers were combined, dried with anhydrous magnesium sulfate and filtered. The filtrate was concentrated under vacuum to give a solid product. The resulting solid was dried in an oven at 60 °C to give (4-benzylmorpholin-2-yl)methylamine (550 mg, 69% yield). The dried product was used directly in the subsequent reaction.

References

[1] Journal of Medicinal Chemistry, 1990, vol. 33, # 5, p. 1406 - 1413
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 10, p. 1356 - 1363
[3] Patent: WO2012/128582, 2012, A2. Location in patent: Page/Page column 110
[4] Patent: WO2007/71936, 2007, A1. Location in patent: Page/Page column 86

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