Epichlorohydrin → Hexyl glycidyl ether

温度

115 °C

A reactor equipped with stirrer, reflux condenser and thermometer is charged with 102.18 g (1.0 mol) of 1-hexanol and 3.14 g (0.02 mol) of powdered tin difluoride, and the charge is heated to 115° C. Then, with efficient stirring, 86.26 ml (1.1 mol) of epichlorohydrin are added over 1 hour. The reaction is allowed to continue for 8 hours, during which time the temperature slowly rises to about 125° C. The reaction mixture is cooled to 55° C. and then, at this temperature, 88 g (1.1 mol) of a 50% aqueous solution of sodium hydroxide are added dropwise with efficient stirring over 30 minutes. After stirring for 6 hours at 55° 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 with 2×100 ml of ethyl acetate. The combined organic phases are neutralised with CO2, dried over magnesium sulfate and filtered. The filtrate is freed from solvent on a rotary evaporator under vacuum (bath temperature 50° C.). Yield: 142.7 g (90.2% of theory) of colourless 1-hexanol glycidyl ether for which the following analytical values are obtained: epoxy value: 5.5 eq/kg (87% of theory); total chlorine content: 3.2% hydrolysable chlorine content: 0.21%.

1. customA reactor equipped with stirrer
2. temperaturereflux condenser
3. customslowly rises to about 125° C
4. temperatureThe reaction mixture is cooled to 55° C.
5. stirringAfter stirring for 6 hours at 55° C.
6. temperaturecooling to room temperature
7. filtrationthe suspension is filtered
8. washthe filtrate is washed with ethyl acetate
9. customThe phases are separated
10. extractionthe aqueous phase is extracted with 2×100 ml of ethyl acetate
11. dry with materialdried over magnesium sulfate
12. filtrationfiltered
13. customThe filtrate is freed from solvent on a rotary evaporator under vacuum (bath temperature 50° C.)

ORDレコード

ord-3d3233055d6f4eb6ad8f4e093c723e65

出典データセット

uspto-grants-1992_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05162547