Epichlorohydrin → Oxirane, 2-[[(6-methylheptyl)oxy]methyl]-

関与物質

反応条件

反応手順

A reactor of the kind described in Example 8 is charged with 130.23 g (1.0 mol) of isooctanol (mixture of isomers), 5.57 g (0.02 mol) of powdered tin dibromide and 5.28 g (0.02 mol) of 18-crown-6 (crown ether) and the charge is heated to 130° C. Then, with efficient stirring, 86.26 ml (1.1 mol) of epichlorohydrin are added over 30 minutes. The reaction is allowed to continue for 12 hours, during which time the temperature rises to about 135° C. The reaction mixture is cooled to 55° C. and then, at this temperature, 88 g (1.1 mol) of a 50% solution of sodium hydroxide are added dropwise with efficient stirring over 30 minutes. After stirring for 2.5 hours at 55°-60° C. and cooling to room temperature, the suspension is filtered and the filtrate is washed with ethyl acetate. The phases are separated, and the aqueous phase is extracted once with 100 ml of ethyl acetate. The combined organic phases are washed with as small an amount of 10% KH2PO4 solution as possible and then with water until neutral, dried over magnesium sulfate and filtered. The filtrate is freed from solvent on a rotary evaporator under vacuum (bath temperature 50° C.). Yield: 181.8 g (98% of theory) of yellowish isooctanol glycidyl ether (mixture of isomers) for which the following analytical values are obtained: epoxy value: 3.69 eq/kg (69% of theory); total chlorine content: 3.31%; hydrolysable chlorine content: 750 ppm.

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