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ChemicalBook CAS DataBase List Cefuroxime 1-acetoxyethyl ester
64544-07-6

Cefuroxime 1-acetoxyethyl ester synthesis

3synthesis methods
40258-78-4 Synthesis
1-Bromoethyl acetate

40258-78-4
182 suppliers
$15.00/5g

55268-75-2 Synthesis
Cefuroxime

55268-75-2
251 suppliers
$49.00/25mg

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Yield:64544-07-6 98.2%

Reaction Conditions:

with N,N-dimethyl-formamide;copper dichloride in ethyl acetate at 8 - 30; for 1.5 h;Temperature;Concentration;

Steps:

5
A reaction flask was added dimethylformamide 150mL, was added with stirring 21g cefuroxime acid, dissolved with stirring until clear, the dissolving liquid was lowered to 8 °C; slowly dropped 25.2mL 1-bromoethyl acetate; when 1-bromoethyl acetatedropwise addition was completed, was added 2.6g of cupric chloride catalyst, the solution temperature was raised to 30 °C stirring was continued for 1.5 hours, monitoring the reaction by HPLC, the reaction control cefuroxime acid residue ≤1.0%, Completion of the reaction, 210ml of ethyl acetate was added with stirring under stirring for 15 minutes, is complete, a 10% sodium chloride solution was stirred for 20 minutes and extracted, standing layer, the aqueous phase was removed to give the lower phase the organic phase with respect to the reaction flask and transferred; again added to the organic phase 157.5mL 3% aqueous hydrochloric acid and washed with stirring for 20 minutes, standing layer, removing the lower phase the aqueous phase and the organic phase obtained with respect to the transfer to another reaction vessel; Control of the reaction flask temperature below 25 °C, vacuum distillation to remove fractions; then fed to the reaction flask 367.5mL cyclohexane for crystallization, liquid cooling and crystallization to continue stirring 2 hours of full crystallization, filtration , and dried to obtain cefuroxime axetil product. The resulting yield was 98.2%, gas chromatographic analysis of the product purity was 99.2%.

References:

Guangdong Liguo Pharmaceutical Co Ltd;Xu, Weilong CN103435632, 2016, B Location in patent:Paragraph 0055-0058

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