2-(4-Morpholine)ethyl bromide Chemical Properties

Boiling point:

219.9±25.0 °C(Predicted)

Density 

1.393±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

5.90±0.10(Predicted)

Appearance

Colorless to light yellow Solid-Liquid Mixture

2-(4-Morpholine)ethyl bromide Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-(4-morpholinato)ethyl bromide from 2-morpholine ethanol is as follows: Example 4780: 2-morpholine ethanol (1 g, 7.62 mmol) was dissolved in dichloromethane (76 mL) and cooled to 0°C in an ice bath. Subsequently, dibromotriphenylphosphine (3.86 g, 9.15 mmol) was added to the solution. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, solid impurities were removed by filtration to afford pure 2-(4-morpholinato)ethyl bromide (1.4 g, quantitative yield). The product was characterized by 300 MHz 1H NMR (CD3OD) with chemical shifts δ (ppm) of 4.1 (m, 2H), 3.85 (m, 2H), 3.8 (t, 2H), 3.7 (t, 2H), 3.58 (m, 2H), 3.25 (m, 2H); mass spectrometry (MS) showed a molecular ion peak of 194 (M + 1).

References

[1] Patent: US2008/58315, 2008, A1. Location in patent: Page/Page column 46
[2] Arhiv za Kemiju, 1946, vol. 18, p. 87,92
[3] Chem.Abstr., 1948, p. 3395
[4] Patent: WO2013/33085, 2013, A1. Location in patent: Paragraph 00179
[5] Patent: US2010/160308, 2010, A1. Location in patent: Page/Page column 26

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