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ChemicalBook CAS DataBase List Ethyl bromoacetate
105-36-2

Ethyl bromoacetate synthesis

10synthesis methods
Ethyl bromoacetate is commonly synthesized by sulfuric acid catalyzed esterification of monobromoacetic acid (MBAA). After reaction completion, excess acid is washed out and the product purified via distillation under reduced pressure if necessary (Stenger, 1978; Korhonen, 1984).
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Yield:105-36-2 85%

Reaction Conditions:

with sulfuric acid for 24 h;Reflux;

Steps:



A mixture of bromoacetic acid (1.39 g, 10 mmol), sulfuric acid(2 ml, 98%) and ethanol (10 ml, 98%) in a 50 mL round-bottomed flask connected to a reflux condenser, was stirred for 24 h under reflux conditions. Then the mixture was washed with distilled water (3 × 15 ml) to obtain 1.42 g of an oily ethyl bromoacetate with 85% yield. In the next step mixture of ethyl bromoacetate(1.67 g, 10 mmol), was added to a suspension of powdered poly(4-vinylpyridine) (1.05 g) [poly(4-vinylpyridine) cross-linked with 2% DVB -60 mesh, MW: 60,000; Fluka Chemica] in over a period of 5 min. Then, diethyl ether (30 ml) was added to desire product in a round-bottomed flask (50 ml) connected to a reflux condenser and stirred for 24 h under reflux conditions. After removing sol-vent the residue was triturated with diethyl ether (3 × 15 ml), and dried at 50 °C for 1 h. Afterwards, hydrobromic acid (1 ml, 48%) and water (2 ml) was added to reaction mixture and stirred for 2 h under reflux conditions. The solvent was removed and the obtained product was triturated with diethyl ether (3 × 15 ml) and dried under powerful vacuum at 50 °C. Finally, acetic acid functionalized poly(4-vinylpyridinum) bromide (APVPB) was obtained as a white powder.

References:

Moosavi-Zare, Ahmad Reza;Zolfigol, Mohammad Ali;Noroozizadeh, Ehsan;Zarei, Mahmoud;Karamian, Roya;Asadbegy, Mostafa [Journal of Molecular Catalysis A: Chemical,2016,vol. 425,p. 217 - 228]

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