methyl 3-(2-bromophenyl)propanoate Chemical Properties

Boiling point:

87℃/0.02Torr

Density 

1.389±0.06 g/cm3(Predicted)

refractive index 

1.5380 to 1.5420

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Colorless to pale yellow

CAS DataBase Reference

66191-86-4

Safety Information

HS Code 

2916399090

methyl 3-(2-bromophenyl)propanoate Usage And Synthesis

Synthesis

To a stirred solution of 3-(2-bromophenyl)propionic acid (7.7 g, 33.6 mmol) in methanol (60 mL) at room temperature was added thionyl chloride (0.9 mL, 12 mmol) dropwise. The reaction mixture was heated to reflux for 1 hour. Subsequently, additional thionyl chloride (0.9 mL each, total 24 mmol) was added in two additions under reflux conditions, the second addition following the complete reaction of the first. After continuing the reflux reaction for 2 h, the volatile components were removed by distillation under reduced pressure (70 °C, 0.8 kPa). The light yellow oily residue obtained was dissolved in dichloromethane (60 mL) and washed with saturated aqueous sodium bicarbonate (60 mL). The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to afford methyl o-bromophenylpropionate (7.8 g, 96% yield) as a yellow oily liquid. The proton NMR spectral data of the product were in agreement with those reported in the literature [10].

References

[1] Angewandte Chemie - International Edition, 2016, vol. 55, # 51, p. 15797 - 15801
[2] Angew. Chem., 2016, vol. 128, p. 16029 - 16033,5
[3] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 884 - 892
[4] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 3, p. 670 - 684
[5] Tetrahedron, 2013, vol. 69, # 36, p. 7618 - 7626

methyl 3-(2-bromophenyl)propanoate(66191-86-4)Related Product Information

• ETHYL ISONICOTINOYLACETATE
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• 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER
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• SALOR-INT L433098-1EA
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• isobutyl 6-(2-bromophenyl)-8-methyl-4-oxo-3,4-dihydro-2H,6H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
• SALOR-INT L134864-1EA
• SALOR-INT L134872-1EA
• SALOR-INT L307785-1EA
• SALOR-INT L433136-1EA
• SALOR-INT L361313-1EA
• benzyl 6-(2-bromophenyl)-8-methyl-4-oxo-3,4-dihydro-2H,6H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
• SALOR-INT L433195-1EA
• SALOR-INT L433144-1EA
• SALOR-INT L433128-1EA
• ETHYL 3-AMINO-3-(2-BROMO-4-METHYLPHENYL)PROPANOATE HYDROCHLORIDE