3-MORPHOLIN-4-YL-PROPIONIC ACID Chemical Properties

Melting point:

74-76 °C

Boiling point:

174-176 °C(Press: 2 Torr)

Density 

1.159±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

3.74±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C7H13NO3/c9-7(10)1-2-8-3-5-11-6-4-8/h1-6H2,(H,9,10)

InChIKey

YUYHRSGXZZVNMS-UHFFFAOYSA-N

SMILES

N1(CCC(O)=O)CCOCC1

CAS DataBase Reference

4497-04-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

3-MORPHOLIN-4-YL-PROPIONIC ACID Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3-(4-morpholino)propionic acid from methyl 3-morpholino propionate was as follows: potassium hydroxide (485 mg, 8.6 mmol) was added to a solution of methyl 3-morpholino propionate (1 g, 5.7 mmol) in ethanol (20 mL) and the mixture was stirred for 2 hr at 80°C. The reaction was carried out using the same method as that used for the synthesis of methyl 3-morpholino propionate. Upon completion of the reaction, the solution was allowed to cool to room temperature and the pH was adjusted to 1 with 6 M hydrochloric acid. insoluble material was removed by filtration, and the volatiles in the filtrate were subsequently removed by evaporation. The resulting oil was ground with ether, the solid product was collected by filtration, washed with dichloromethane and dried under vacuum to give 3-morpholino propionic acid (993 mg, 89% yield) as a white solid. The structure of the product was confirmed by 1H NMR spectroscopy (DMSO-d6; CF3COOD): δ 2.83 (t, 2H), 3.13 (t, 2H), 3.36 (t, 2H), 3.46 (d, 2H), 3.73 (t, 2H), 3.97 (d, 2H). Mass spectrometry analysis (MS-ESI) showed a molecular ion peak of 159 [MH]+.

References

[1] Patent: US6184225, 2001, B2
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 3, p. 320 - 330
[3] Patent: US2008/9491, 2008, A1. Location in patent: Page/Page column 15
[4] RSC Advances, 2017, vol. 7, # 75, p. 47297 - 47308

3-MORPHOLIN-4-YL-PROPIONIC ACID(4497-04-5)Related Product Information

• ETHYL 3-(4-MORPHOLINO)PROPIONATE
• METHYL 3-MORPHOLINOPROPIONATE
• 3-(2,6-DIMETHYL-MORPHOLIN-4-YL)-PROPIONIC ACID
• 3-(4-MORPHOLINYL)BUTANOIC ACID
• ETHYL 3-(2,6-DIMETHYLMORPHOLINO)PROPIONATE
• 3-MORPHOLIN-4-YL-PROPIONIC ACID
• 2-METHYL-3-MORPHOLIN-4-YL-PROPIONIC ACIDHYDROCHLORIDE
• 2-(MORPHOLINOMETHYL)ACRYLIC ACID
• 2-METHYL-3-MORPHOLIN-4-YL-PROPIONIC ACID
• 3-MORPHOLINOPROPANOIC ACID HYDRBROMIDE SALT
• 3-MORPHOLIN-3-YL-PROPIONIC ACID METHYL ESTER
• 3-MORPHOLIN-4-YL-PROPIONIC ACID HCL,3-MORPHOLIN-4-YL-PROPIONIC ACID HYDROCHLORIDE,3-MORPHOLIN-4-YL-PROPIONIC ACID X HCL >98%
• 3-MORPHOLIN-4-YL-PROPIONIC ACID HYDRAZIDE
• 2-MORPHOLIN-4-YL-PROPIONIC ACID
• 3-(2,6-DIMETHYL-MORPHOLIN-4-YL)-PROPIONIC ACIDHYDROCHLORIDE
• AURORA KA-4881
• AURORA 7092
• RARECHEM AL BO 0382