Ethyl 2-(4-broMophenyl)acrylate

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Ethyl 2-(4-broMophenyl)acrylate Basic information
Product Name:Ethyl 2-(4-broMophenyl)acrylate
Synonyms:Ethyl 2-(4-broMophenyl)acrylate;Benzeneacetic acid, 4-bromo-α-methylene-, ethyl ester
CAS:331779-03-4
MF:C11H11BrO2
MW:255.11
EINECS:
Product Categories:
Mol File:331779-03-4.mol
Ethyl 2-(4-broMophenyl)acrylate Structure
Ethyl 2-(4-broMophenyl)acrylate Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
Safety Information
MSDS Information
Ethyl 2-(4-broMophenyl)acrylate Usage And Synthesis
Synthesis
Formaldehyde

50-00-0

Ethyl 4-bromophenylacetate

14062-25-0

Ethyl 2-(4-broMophenyl)acrylate

331779-03-4

Ethyl p-bromophenylacetate (972.4 mg, 4 mmol), paraformaldehyde (240 mg, 8 mmol) and Bu4NCl (22 mg, 0.08 mmol) were used as raw materials, which were dissolved in DMF (10 mL), followed by the addition of K2CO3 (1.32 g, 9.6 mmol). The reaction mixture was heated and stirred at 60°C for 2 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with EtOAc (30 mL) and washed sequentially with water (20 mL × 3) and brine. The organic phase was dried with Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by rapid column chromatography on silica gel to afford ethyl 2-(4-bromophenyl)acrylate as a white solid (0.74 g, 73% yield). Mass spectrometry analysis: calculated value 255 (MH+), measured value 255 (MH+).

References[1] Patent: US2010/69328, 2010, A1. Location in patent: Page/Page column 31
[2] Journal of the American Chemical Society, 2015, vol. 137, # 9, p. 3169 - 3172
[3] Patent: WO2015/131080, 2015, A1. Location in patent: Paragraph 00901; 00902
[4] Organic Letters, 2017, vol. 19, # 19, p. 5216 - 5219
Ethyl 2-(4-broMophenyl)acrylate Preparation Products And Raw materials
Raw materialsFormaldehyde-->Ethyl 4-bromophenylacetate-->N,N-Dimethylformamide-->Potassium carbonate
Tag:Ethyl 2-(4-broMophenyl)acrylate(331779-03-4) Related Product Information
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