2-(4-BROMO-BENZYL)-MALONIC ACID DIETHYL ESTER Chemical Properties

Boiling point:

193-198 °C(Press: 14 Torr)

Density 

1.344±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

12.35±0.59(Predicted)

2-(4-BROMO-BENZYL)-MALONIC ACID DIETHYL ESTER Usage And Synthesis

Synthesis

Sodium metal (5.82 g, 0.25 mol) was added to ethanol (240 mL) and stirred until the sodium was completely dissolved. 1-Bromo-4-bromomethylbenzene (37.35 g, 0.15 mol) and diethyl malonate (78 g, 0.49 mol) were then added. The reaction mixture was slowly heated to reflux overnight. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in distilled water and extracted with ether. The organic layer was washed sequentially with 0.5 N aqueous hydrochloric acid and saturated brine, dried over anhydrous sodium sulfate and concentrated to give diethyl 2-(4-bromobenzyl)malonate (40 g, 85% yield).

References

[1] Patent: WO2010/105179, 2010, A2. Location in patent: Page/Page column 76
[2] Journal of Organic Chemistry, 1984, vol. 49, # 22, p. 4226 - 4237
[3] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1994, vol. 30, # 8, p. 905 - 915
[4] Khimiya Geterotsiklicheskikh Soedinenii, 1993, # 8, p. 1052 - 1062
[5] Tetrahedron Asymmetry, 2001, vol. 12, # 4, p. 585 - 596

2-(4-BROMO-BENZYL)-MALONIC ACID DIETHYL ESTER(70146-78-0)Related Product Information

• Diethyl benzylmalonate
• 4-Bromoethylbenzene
• 1-Bromo-4-propylbenzene
• α-Methylhydrocinnamic acid
• Benzylmalonic acid
• Ethyl 3-phenylpropionate
• 2-Methylpropanedioic acid
• ETHYLMALONIC ACID
• 3-(4-BROMO-PHENYL)-PROPAN-1-OL
• 3-(4-BROMO-PHENYL)-PROPIONALDEHYDE
• 1-BROMO-4-ISOBUTYLBENZENE
• 3-(4-Bromophenyl)propionic acid
• (R)-2-BENZYL-3-HYDROXYPROPANOIC ACID
• 3-(4-BROMO-PHENYL)-PROPIONIC ACID ETHYL ESTER
• 2-BENZYL-MALONIC ACID MONOETHYL ESTER
• 2-(4-BROMO-BENZYL)-MALONIC ACID
• 2-(4-BROMO-BENZYL)-MALONIC ACID DIETHYL ESTER
• DIMETHYL BENZYLMALONATE