反应 #1060091

反应方程式

5-norbornen -2-methanol

methyl methacrylate

hydroquinone

sodium methoxide

→

5-norbornen-2-ylmethyl methacrylate

溶剂

water

water

N,N-dimethylformamide

反应条件

后处理

1. 1
   温度cooled condenser
2. 2
   workup.DISTILLATIONA total of 252 ml of distillate was collected (theoretical methanol equals 121 ml.)
3. 3
   温度The flask contents were cooled
4. 4
   workup.ADDITIONdiluted with ether
5. 5
   洗涤washed with water, excess dilute hydrochloric acid, water, 5% aqueous sodium hydroxide until the washes
6. 6
   干燥The ether solution was dried with anhydrous sodium sulfate, 11.5 grams of p-(p-tolylsulfonyl-amido) diphenylamine
7. 7
   workup.ADDITIONwere added
8. 8
   其他the ether was removed in a rotary evaporator at 60° C
9. 9
   workup.ADDITIONTo the residual oil 0.58 gram of hydroquinone was added
10. 10
    workup.DISTILLATIONthe product was distilled through a Vigreux column

实验过程

5-norbornen-2-ylmethyl methacrylate monomer was prepared in a flask fitted with a vertical condenser with water at 75° C circulating through the jacket, attached at the top to a downwards cold water-cooled condenser. There were refluxed for 2 hours 372 grams (3.0 moles) of 5-norbornen -2-methanol, 450 grams (4.5 moles) of methyl methacrylate, 526 grams of N,N-dimethylformamide, 28.8 grams of hydroquinone, and 8.1 grams (0.15 mole) of sodium methoxide. A total of 252 ml of distillate was collected (theoretical methanol equals 121 ml.). The flask contents were cooled, diluted with ether, and washed with water, excess dilute hydrochloric acid, water, 5% aqueous sodium hydroxide until the washes were colorless, and again with water. The ether solution was dried with anhydrous sodium sulfate, 11.5 grams of p-(p-tolylsulfonyl-amido) diphenylamine were added, and the ether was removed in a rotary evaporator at 60° C and about 15 mm pressure. To the residual oil 0.58 gram of hydroquinone was added and the product was distilled through a Vigreux column to give 431 grams of product having a boiling point of 770 C/1.4 mm, nD20 = 1.4848. The monomer was then passed through a column of activated sodium aluminum silicate.

来源