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With Candida antarctica lipase B; In cyclohexane; at 45℃; for 24.0h;
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 mul 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).
A list including these and other examples of PPARalpha activators is as follows: ... 2-(2-methyl-3-ethyl-4-(4-chlorobenzyl)phenoxy)acetic acid (4-chloro-6-(2,3-xylidino)-2-pyrimidinyl)thioacetic acid 2-((4-chloro-6-(2,3-xylidino)-2-pyrimidinyl)thioacetamido)ethanol perfluoro-n-decanoic acid di-(2-ethylhexyl)adipate di-(2-ethylhexyl)phosphate di-(2-ethylhexyl)sebacate bis-(carboxymethylthio)-1,10-decane ...
Both PAO and DOA were heat-treated at 170, 200,and 300C, respectively, in a 500 mL stainless-steel,magnetically stirred autoclave with the stirring rate of800 r/min. After reaction for 2 h, the reacted sampleswere withdrawn at room temperature. And then, thekinematic viscosity (KV) and total acid number (TAN)of the reaction product were measured according toASTM D445 and ASTM D974 respectively. For conveniencein description, the PAO, DOA, and their oxidized oxidizedsamples under 170, 200, and 300C were abbreviatedas P0, P1, P2, P3 and D0, D1, D2, D3, separately.
Using the same apparatus as the esterification reaction of Example 1,Adipic acid (Wako Pure Chemical Industries, Ltd. reagent special grade) 65.6 g(449 mmol) and 220.0 g (907 mmol) of 10-ethyl-7-tetradecanol were heated at 210-220°The water produced in the reaction isRemoved from Dean-Stark trap tube.The reaction was carried out for 23 hours.The compound is treated in the same manner as in Example 5 to give compound (13)195.0 g (yield 73%) was obtained.The 1H-NMR spectrum of this compound isFigure 7Shown in.
Using the same apparatus as the esterification reaction of Example 1,Adipic acid (Wako Pure Chemical Industries, Ltd. reagent special grade) 65.6 g(449 mmol) and 220.0 g (907 mmol) of 10-ethyl-7-tetradecanol were heated at 210-220°The water produced in the reaction isRemoved from Dean-Stark trap tube.The reaction was carried out for 23 hours.The compound is treated in the same manner as in Example 5 to give compound (13)195.0 g (yield 73%) was obtained.The 1H-NMR spectrum of this compound isFigure 7Shown in.
bis(1-methylpropyl) 2,2-dimethylpentanedioate[ No CAS ]
[ 123-76-2 ]
[ 539-88-8 ]
[ 123-25-1 ]
[ 106-65-0 ]
Yield
Reaction Conditions
Operation in experiment
Stage #1: cyclohexanone With 7K(1+)*P2Mo5VW12O62(7-) at 90℃;
Stage #2: With dihydrogen peroxide at 90℃; for 20h;
2.2 Catalytic test
General procedure: The synthesis method based on the one described inthe literature24 has already been used in our previouswork.22,23 The liquid phase oxidation of cyclohexanone(-one) or the mixture of cyclohexanone (-one)and cyclohexanol (-ol) was carried out at 90 C, usinga 100 mL round-bottom flask equipped with a magneticstirring bar and a reflux condenser. The reactionmixture, consisting of a calculated amount of catalystand substrate, was stirred at 800 rpm; after thereduction of POM, which is manifested by a colourchange from yellow or light green to blue, hydrogenperoxide (30%) was then added dropwise until theinitial colour of POM reappeared. The POM, which isin its oxidized form (yellow or light green colour),continues to oxidize the substrate and after its reduction(blue colour), peroxide is then added dropwiseand so on. The end of the reaction was estimated whenthe catalyst was no longer being reduced. The reactiontime was found to be 20 h. It should be noted that above 90 C, hydrogen peroxide can rapidlydecompose.
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