반응 #996868

반응 방정식

2,2-bis(4-hydroxy-3,5-dimethylphenyl)adamantane

epichlorohydrin

THF

sodium hydroxide

→

2,2-bis(4-glycidyloxy-3,5-dimethylphenyl)adamantane

용매

DMSO

MIBK

methanol

MIBK

반응 조건

후처리

1. 1
   기타In a separable flask having
2. 2
   기타an inner volume of 500 ml, equipped with a reflux condenser, a stirrer
3. 3
   온도Then, the reaction temperature was raised to 65° C.
4. 4
   기타After completion of the reaction
5. 5
   온도the reaction solution was cooled to room temperature
6. 6
   세척washed by water until the aqueous layer
7. 7
   농축The resulting organic layer was concentrated
8. 8
   기타to obtain a crude product as pale yellowish viscous liquid
9. 9
   기타to precipitate solids, which
10. 10
    여과were collected by filtration
11. 11
    기타dried

실험 절차

In a separable flask having an inner volume of 500 ml, equipped with a reflux condenser, a stirrer, and a thermometer were charged 50.2 g (0.13 mol) of 2,2-bis(4-hydroxy-3,5-dimethylphenyl)adamantane, 99.6 g (1.06 mol) of epichlorohydrin, 75 mL of MIBK, and 150 mL of DMSO, and the mixture was heated to 45° C. Then, 13.2 g (0.33 mol) of sodium hydroxide was added into this solution by small portions during a period of 1.0 hour. Then, the reaction temperature was raised to 65° C., and the reaction was carried out for 2 hours. After completion of the reaction, the reaction solution was cooled to room temperature, added by 250 mL of MIBK, and washed by water until the aqueous layer became neutral. The resulting organic layer was concentrated to obtain a crude product as pale yellowish viscous liquid. After the crude product was dissolved in 70 mL of THF, the resulting solution was added drop-wisely into 350 mL of methanol to precipitate solids, which were collected by filtration and dried to obtain 60.5 g of 2,2-bis(4-glycidyloxy-3,5-dimethylphenyl)adamantane having the following formula (94% purity by LC, epoxy equivalent of 259).

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