3-Morpholinopropanol Chemical Properties

Melting point:

110-111.5 °C

Boiling point:

240-241 °C(lit.)

Density 

1.049 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.4770(lit.)

Flash point:

185 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

pka

15.07±0.10(Predicted)

color 

Light yellow to Yellow to Orange

CAS DataBase Reference

4441-30-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36/38

Safety Statements 

26-36

RIDADR 

3267

WGK Germany 

2

RTECS 

QE9104700

HazardClass 

8

PackingGroup 

Ⅲ

HS Code 

2933998090

MSDS

• Language:English Provider:SigmaAldrich

3-Morpholinopropanol Usage And Synthesis

Uses

4-(3-Hydroxypropyl)morpholine may be used in the synthesis of macrocyclic urea compounds, which can act as potent Chk1 inhibitors.

Synthesis

To the reaction flask was added 913.5 g of toluene as solvent, followed by 174 g of morpholine and 556 g of 3-bromo-1-propanol. Under stirring conditions, 331.2 g of potassium carbonate was slowly added as a base. The reaction mixture was heated to 75-80 °C and the reaction was maintained at this temperature with stirring for 8 hours. Upon completion of the reaction, pressurized filtration was performed to remove solid impurities. Subsequently, the filtrate was concentrated to remove toluene and unreacted feedstocks, resulting in 278.4 g of a pale yellow oily liquid, the target product 3-(4-morpholinyl)-1-propanol. The molar yield of this step was 96% and the purity of the product was 98.5%.

References

[1] Patent: CN106045942, 2016, A. Location in patent: Paragraph 0023; 0020
[2] Patent: CN103382206, 2016, B. Location in patent: Paragraph 0235-0238
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 4, p. 871 - 887
[4] Patent: WO2004/108677, 2004, A1. Location in patent: Page 141
[5] Patent: US6265411, 2001, B1

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