(3-METHOXYBENZYL)PHOSPHONIC ACID DIETHYL ESTER Chemical Properties

Boiling point:

135 °C / 0.5mmHg

Density 

1.13

refractive index 

1.5020-1.5060

storage temp. 

Hygroscopic, Refrigerator, under inert atmosphere

solubility 

Chloroform (Sparingly)

form 

Oil

color 

Colourless

Stability:

Moisture Sensitive

CAS DataBase Reference

60815-18-1

Safety Information

HS Code 

2920.90.2000

(3-METHOXYBENZYL)PHOSPHONIC ACID DIETHYL ESTER Usage And Synthesis

Synthesis

Step 1: A mixture of triethyl phosphite (1.45 g, 8.70 mmol) and 1-(bromomethyl)-3-methoxybenzene (1.50 g, 7.50 mmol) was stirred and reacted at 90 °C overnight under nitrogen protection. After completion of the reaction, the mixture was cooled to room temperature to afford the yellow oily product diethyl 3-methoxybenzylphosphonate (1.84 g, 95.9% yield). The product did not require further purification and could be used directly in the next step of the reaction. The product was characterized by the following spectral data: mass spectrum (ESI, positive ion mode) m/z: 259.2 ([M + H]+); exact mass of molecular formula C12H19O4P: 258.10.

References

[1] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 22, p. 7724 - 7730
[2] Patent: WO2015/90232, 2015, A1. Location in patent: Paragraph 00246
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 24, p. 7444 - 7447
[4] Journal of the American Chemical Society, 1976, vol. 98, # 18, p. 5574 - 5581
[5] Journal of Medicinal Chemistry, 2005, vol. 48, # 4, p. 1292 - 1295

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