3-MORPHOLIN-4-YLMETHYLBENZOIC ACID Chemical Properties

Boiling point:

376.9±32.0 °C(Predicted)

Density 

1.233±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

3.98±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

3-MORPHOLIN-4-YLMETHYLBENZOIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-morpholin-4-ylmethylbenzoic acid from methyl 3-(4-morpholinylmethyl)benzoate: to a solution of methyl 3-(4-morpholinylmethyl)benzoate (5.02 g, 21.0 mmol) in methanol (100 mL) was added a sodium hydroxide solution (21.0 mL, 42.0 mmol, 2M). The reaction mixture was heated at 50 °C with stirring for 16 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was adjusted to pH=3 with 1M hydrochloric acid and the resulting suspension was subsequently filtered. The collected solid was dissolved in acetonitrile (15 mL) and concentrated to afford 3-(morpholin-4-ylmethyl)benzoic acid (4.6 g, 100% yield) as a white solid, which was used directly in the subsequent reaction without further purification.

References

[1] Patent: WO2018/169777, 2018, A1. Location in patent: Paragraph 0229

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