methyl 3-(4-bromophenyl)propanoate
methyl 3-(4-bromophenyl)propanoate Basic information
- Product Name:
- methyl 3-(4-bromophenyl)propanoate
- Synonyms:
-
- methyl 3-(4-bromophenyl)propanoate
- 3-(4-Bromophenyl)propionic acid methyl ester
- Methyl 3-(4-BroMophenyl)propionate
- 3-(4-broMophenyl)propionate
- Benzenepropanoic acid, 4-broMo-, Methyl ester
- 3-(4-bromophenyl)propanoic acid methyl ester
- ThebroMoMethyl propionate
- 4-bromobenzenepropanoic acid methyl ester
- CAS:
- 75567-84-9
- MF:
- C10H11BrO2
- MW:
- 243.1
- Mol File:
- 75567-84-9.mol
methyl 3-(4-bromophenyl)propanoate Chemical Properties
- Boiling point:
- 92℃/0.4Torr
- Density
- 1.389±0.06 g/cm3(Predicted)
- refractive index
- 1.5360 to 1.5400
- storage temp.
- Sealed in dry,Room Temperature
- form
- Solid
- color
- Colorless to pale yellow
methyl 3-(4-bromophenyl)propanoate Usage And Synthesis
Synthesis Reference(s)
Tetrahedron Letters, 30, p. 4709, 1989 DOI: 10.1016/S0040-4039(01)80781-4
Synthesis
1643-30-7
75567-84-9
To a 250 mL round bottom flask was added 3-(4-bromophenyl)propionic acid (5 g, 21.83 mmol, 1.00 equiv) and methanol (50 mL). Thionyl chloride (7.76 g, 65.23 mmol, 5.30 eq.) was added slowly and dropwise with stirring. The reaction mixture was stirred at 70 °C for 2 hours. Upon completion of the reaction, the reaction was quenched by the addition of a water/ice mixture. The aqueous phase was extracted with ethyl acetate (200 mL × 3), the organic phases were combined, washed sequentially with brine (100 mL × 2), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with petroleum ether:ethyl acetate (5:2, v/v) as eluent to afford methyl 4-bromo-3-phenylpropionate (4.84 g, 91% yield) as a colorless oil.
References
[1] Patent: WO2018/39386, 2018, A1. Location in patent: Page/Page column 291; 292
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