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ChemicalBook CAS DataBase List Bis(2-ethylhexyl) adipate
103-23-1

Bis(2-ethylhexyl) adipate synthesis

2synthesis methods
DEHA is manufactured by esterification of adipic acid and 2-ethylhexanol.
-

Yield:103-23-1 66%

Reaction Conditions:

with Candida antarctica lipase B in cyclohexane at 45; for 24 h;

Steps:

2.2.3. General esterification procedure

General procedure: A (nano)biocatalyst (10-200 mg/l mmol of dicarboxylic acid) wasintroduced into a 10 mL round-bottom flask. Next, decane (20 wt. % peracid, internal standard), solvent (0-2 mL/L mmol of acid), dicarboxylicacid (1.0 mmol) and alcohol (2.0-32.8 mmol) were successively added.The reaction mixture was then inserted into the thermostatic shaker(250 rpm) at 25-45 °C and the reaction was carried out for 2-24 h.During the reaction, 10 μl of the samples (diluted with acetonitrile)were periodically collected to monitor the reaction progress by GC-FID.After the completion of the reaction, the (nano)biocatalyst was filteredand washed with 20 mL of cyclohexane. The filtrate was concentratedusing a rotary evaporator (7 mbar, 110 °C, 6 h for di-n-butyl esters and5 mbar, 135 °C, 8 h for 2-ethylhexanol esters) to remove cyclohexaneand alcohols. The esters were purified by column chromatographyusing Al2O3 as the stationary phase and CH2Cl2 as the eluent. NMRspectra are available in Supplementary Information (Figs S9-S24).

References:

Szelwicka, Anna;Boncel, S?awomir;Jurczyk, Sebastian;Chrobok, Anna [Applied Catalysis A: General,2019,vol. 574,p. 41 - 47]

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