反应详情

温度

55 °C

4,4'-Dihydroxy-alpha-methylstilbene (152.73 grams, 1.35 hydroxyl equivalents) from A above, epichlorohydrin (624.58 grams, 6.75 moles), deionized water (54.31 grams, 8.0 percent by weight of the epichlorohyrin used) and isopropanol (336.31 grams, 35 percent by weight of the epichlorohydrin used) is added to a reactor and heated to 55° C. with stirring under a nitrogen atmosphere. Once the 55° C. reaction temperature is achieved, sodium hydroxide (48.6 grams, 1.22 moles) dissolves in deionized water (194.4 grams) is added dropwise to the reactor over a 45 minute period so as to maintain reaction temperature between 55° and 59° C. Ten minutes after completion of the aqueous sodium hydroxide addition, the stirring is stopped and the aqueous layer which separated from the reaction mixture is pipetted off and discarded. Stirring is resumed and after a total of twenty minutes following completion of the initial aqueous sodium hydroxide addition, a second solution of sodium hydroxide (21.6 grams, 0.54 mole) dissolved in deionized water (86.4 grams) is added to the reactor over a twenty minute period so as to maintain the 55° C. reaction temperature. Fifteen minutes after completion of the aqueous sodium hydroxide addition, the recovered reaction mixture is added to a separatory funnel and washed with 750 milliliters of deionized water. The separated organic layer is washed a second time (750 milliliters deionized water), recovered and then rotary evaporated under vacuum for 45 minutes at 110° C. then 30 minutes at 130° C. The product is recovered (218.6 grams) as a crystalline solid with an epoxide equivalent weight of 183.33.

1. additionis added to a reactor
2. customOnce the 55° C. reaction temperature
3. additionis added dropwise to the reactor over a 45 minute period so as
4. temperatureto maintain
5. customreaction temperature between 55° and 59° C
6. customthe aqueous layer which separated from the reaction mixture
7. stirringStirring
8. customafter a total of twenty minutes
9. additioncompletion of the initial aqueous sodium hydroxide addition
10. additionis added to the reactor over a twenty minute period so as
11. temperatureto maintain
12. customthe 55° C. reaction temperature
13. customthe recovered reaction mixture
14. additionis added to a separatory funnel
15. washwashed with 750 milliliters of deionized water
16. washThe separated organic layer is washed a second time (750 milliliters deionized water)
17. customrecovered
18. customrotary evaporated under vacuum for 45 minutes at 110° C.
19. custom30 minutes
20. customat 130° C
21. customThe product is recovered (218.6 grams) as a crystalline solid with an epoxide equivalent weight of 183.33