Reference of 711-01-3, These common heterocyclic compound, 711-01-3, name is Methyl adamantane-1-carboxylate, 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.
Under a nitrogen atmosphere, 30.5 g (4.4 mol) of lithium metal (Li) was added to 2 L of tetrahydrofuran (THF) and stirred for 1 hour.Into this, a solution of 300 g (2.0 mol) of 2-adamantanone and 258.0 g (3.3 mol) of 2-chloropropane dissolved in 1000 mL of THF was added dropwise over 30 minutes while cooling so as to keep 20 ¡ã C. or less. .After completion of the dropwise addition, the mixture was stirred at 20 ¡ã C. for 90 minutes to obtain a THF solution of lithium 2-isopropyl-2-adamantyl alcoholate.To this THF solution, 362.0 g (2.4 mol) of methacrylic anhydride was added dropwise over 15 minutes while cooling so as to keep 20 ¡ã C. or less.After completion of the dropwise addition, the mixture was stirred at 20 ¡ã C. for 60 minutes to synthesize 2-isopropyl-2-adamantyl methacrylate.After completion of the reaction, 4 L of toluene was added, and further 2000 mL of 0.2 N aqueous NaOH solution was added, and the mixture was stirred at 20 ¡ã C. for 60 minutes.After removing the aqueous phase, washing was performed twice with 2 L of pure water.The solvent was distilled off from the organic phase to obtain 517.0 g of crude 2-isopropyl-2-adamantyl methacrylate (crude yield: 99percent, GC purity: 84.9percent).Subsequently, 0.7 g of p-methoxyphenol as a polymerization inhibitor is added to the obtained crude 2-isopropyl-2-adamantyl methacrylate,While distilling dry air from the capillary, carry out simple distillation at 0.1 kPa and 100 to 120 ¡ã C,369.0 g of distilled 2-isopropyl-2-adamantyl methacrylate (GC purity 88.2percent, referred to as ?distillate B?) was obtained.
The synthetic route of 711-01-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Osaka Organic Chemical Industry Ltd.; Kojima, Akio; Kono, Naoya; Uenoyama, Yoshitaka; (20 pag.)JP6478447; (2019); B2;,
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