Water → 2-Methyl-2-adamantyl methacrylate

Participants

Reaction Conditions

Reaction Steps

15 g (0.1 mol) of 2-adamantanone obtained in Example 1 was dissolved in 50 ml of tetrahydrofuran, and 100 ml (1 mol/l) of a tetrahydrofuran solution of methyl magnesium bromide prepared in advance was added dropwise to the above solution at 40° C. or less. After the proceeding of a reaction was checked by gas chromatography, 2.5 g (0.025 mol) of triethylamine and 13 g (0.125 mol) of methacrylic acid chloride were added to the reaction solution and stirred at 50° C. for 3 hours. The proceeding of the reaction was checked by gas chromatography, and then 10 ml of water was added to stop the reaction. Thereafter, tetrahydrofuran was distilled off under reduced pressure, 50 ml of heptane was added, and the obtained solid was washed with a 1N aqueous solution of ammonium chloride, a 10% aqueous solution of sodium hydroxide and ion exchange water sequentially. Thereafter, heptane was distilled off in reduced pressure to obtain 24 g of a crude product. When 1.5 g of diethylene glycol was added to this crude product to carry out vacuum distillation (92° C./0.4 mmHg), 12 g (0.51 mol, 51%) of 2-methyl-2-adamantyl methacrylate was obtained.

Provenance & Evidence