Firstly, the compounds that I want to synthesize are alkyl gallates (ethyl gallate, butyl gallate, and hexyl gallate). The overall reaction:
Gallic Acid + Alcohols + (THF, DCC, DMAP, 0 Celsius) ---> Alkyl Gallates + DCU
However, from reading some literature, it's mentioned that using DCC in Steglich esterification has drawbacks; it produces a by-product (DCU) and can prove difficult to remove remaining trace amounts.
My question:
Important Note:
I'm aware that I could use DIC or EDC to prevent this problem, but I don't have DIC or EDC, and I'm trying to avoid purchasing them because they're pretty expensive in my country.
1. My procedure:
Subsequently, the reaction mixture was filtered using a glass frit. The reaction mixture was washed with 1 N NaOH (2 ×), 1 N HCl solution (2 ×) and neutral water (3 ×, pH 7). The combined organic phases were dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The crude product was purified via column chromatography (SiO2).
I also read about precipitating it from cold diethyl ether but this didn't work sufficiently.
2.
I preferred to use DCM but THF is also fine.
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