3-ACETOXYCINNAMIC ACID synthesis
- Product Name:3-ACETOXYCINNAMIC ACID
- CAS Number:20375-42-2
- Molecular formula:C11H10O4
- Molecular Weight:206.19
14755-02-3
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108-24-7
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20375-42-2
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Yield:20375-42-2 97%
Reaction Conditions:
with pyridine in tetrahydrofuran at 20 - 30; for 15 h;
Steps:
3
A thermometer, a condenser, three-necked flask 100mL equipped with a stirrer 3-hydroxycinnamic acid 4.1 g (25 mmol), tetrahydrofuran 25 g, pyridine 2.0 g . After stirring the (25mmol) in charged at 20 ~ 30°C , acetic anhydride 5.1g (50mmo l) then was 15 hours added at 20 ~ 30 ° C. was added dropwise for 2 hours with the addition . deionized water 5g to 40 ~ 50 ° C , after stirring hydrolyzed to give the concentrate concentrated to 13.9g . After that there was charged with toluene 20g, 13 and concentrated again. After obtaining 5g concentrate, and cooling crystallization to give crude crystals 2.7g of wet product is filtered crystals. For re-crystallization, after dissolving the crude crystals 2.7g of wet biomass acetic acid 10g, with toluene 10g, it was concentrated, diluted by the addition of toluene 10g, To obtain a purified crystal 1.0g of wet product was filtered to crystal.The purified crystals 1.0g of wet product was dissolved in ethyl acetate 20g, after the water washed with ion-exchange water 10g, crystal 60°C obtained by the minute liquid was oil layer was concentrated to dryness, 3 hours, and vacuum dried 3-acetoxy cinnamic acid 1.0g (4.8mmol) was prepared. HPLC purity of the resulting 3-acetoxy cinnamic acid was 97%.
References:
JP2015/168633,2015,A Location in patent:Paragraph 0133-0136
3943-96-2
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20375-42-2
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20375-42-2
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20375-42-2
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