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ChemicalBook CAS DataBase List n-Butyl fumarate
105-76-0

n-Butyl fumarate synthesis

12synthesis methods
By direct esterification of n-Butanol with Maleic acid.
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Yield:105-76-0 100%

Reaction Conditions:

with diacidic ionic liquid supported on magnetic-silica nanoparticles in neat (no solvent) at 118; for 3 h;Dean-Stark;

Steps:

Typical procedure for diesterification of 2-methoxyethanol by SDAIL magnetic nanoSiO2 as catalyst

The required amounts of phthalic anhydride (1 mmol, 0.15 g), 2-methoxyethanol (5 mmol, 0.39 mL, 0.38 g) and SDAILmagnetic nanoSiO2as catalyst (10 wt% to phthalic anhydride, 0.01 g) were added successively into a 50 mL round bottom flask with a dean-stark apparatus, reflux condenser and a magnetic stirrer. The esterification reaction was allowed to proceed at 130 °C for 8 h under vigorous stirring. The completion of reaction was monitored by TLC using(EtOAC/Hexane 2:8) as eluent. After completion of the reaction, the catalyst was recovered from the reaction mixture using an external magnet and subjected to drying under high vacuum at 70 C for 6 h to remove water, leaving behind the SDAILatmagnetic nanoSiO2 (recovery 98%) which was recycled. Then, the product (bis(2-methoxyethyl) phthalate)was separated simply by extraction with ethyl acetate(3 × 5 mL) and ethyl acetate was evaporated under vacuum to afford desired product as colorless oily liquid at 98% yield(0/25 g, boiling point = 340 °C). The obtained product dried under vacuum at 70 °C for 6 h.

References:

Fareghi-Alamdari, Reza;Nadiri Niri, Mehri;Hazarkhani, Hassan;Zekri, Negar [Journal of the Iranian Chemical Society,2018,vol. 15,# 11,p. 2615 - 2629]

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