Application of 1731-79-9, A common heterocyclic compound, 1731-79-9, name is Dimethyl dodecanedioate, molecular formula is C14H26O4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
EXAMPLE 4 [00088] The following Example describes the transesterification of dimethyl dodecanedioate using p-toluenesulfonic acid catalyst and the preparation of DDDA diester using a mixture of 50 mole % Exxal 13 and 50 mole % 1H, 1H, 5H-octafluoro-1-pentanol. [00089] A mixture of 51.68 g dimethyl dodecanedioate (0.2 mole), 41.58 g Exxal 13 (0.21 mole), 48.73 g 1H, 1H, 5H-octafluoro-1-pentanol (0.21 mole), and 0.38 g p-toluenesulfonic acid was heated, and methanol distilled off. When the reaction temperature reached 198 C., GC analysis showed the dimethyl dodecanedioate to be essentially gone, indicating that the reaction had gone nearly to completion. After cooling, the product was washed with brine, 1% aqueous NaOH, and water, then treated with basic alumina and filtered. The final acid number was 0.1 mg KOH/g. [00090] The same basic procedure was used to prepare other diesters, listed in Table 6. The non-fluorinated alcohol was Exxal 13 in all cases.[TABLE-US-00007] TABLE 6 DDDA diesters prepared according to Example 4. Mole fractionAcid PartiallypartiallynumberWt % FWt % FPrepara-Fluorinatedfluorinated(mg(elemental(bytionalcoholalcoholKOH/g)analysis)NMR) 30Telomer0.025 1.121.24 alcohol-L311H, 1H, 5H-0.50.1 octafluoro-1- pentanol321H, 1H, 2H,0.50.1 2H-perfluoro- 1-octanol331H, 1H0.50.1 heptafluoro- 1-butanol341H, 1H-0.50.1 perfluoro-1- octanol35Telomer0.0252 alcohol36Telomer0.0250.521.451.63 alcohol
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
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