HRID491014

反应详情

EQUATION

反应方程式

HRID 491014 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

A 200-mL glass reactor was equipped with a stirring device, a dropping funnel, and a temperature gauge. 10.0 g (42 mmol) of ADAMANTATE HM (manufactured by Idemitsu Kosan Co., Ltd.: 3-hydroxy-1-adamantyl methacrylate), 8.8 mL (63 mmol) of triethylamine, and 84.0 mL of toluene were added to the reactor, and the mixture was stirred while the reactor was immersed in a water bath at 25° C. 4.0 mL (50 mmol) of methanesulfonyl chloride were dropped to the mixture over 35 minutes, and the whole was stirred for an additional 25 minutes. 10 mL of water were added to the resultant to deactivate unreacted methanesulfonyl chloride. Part of the reaction liquid was taken and subjected to GPC measurement in such a manner that a production ratio between a target product and a polymer would be measured. The remaining reaction liquid was transferred to a 200-mL separating funnel, and the resultant was washed with 40 mL of water added to the resultant. After that, an organic layer was washed with 50 mL of 1-mmol/mL hydrochloric acid and then with 50 mL of water. No polymer was precipitated in the course of the liquid separating operation. 6.0 g (50 mmol) of anhydrous magnesium sulfate were added to the resultant, and the whole was dehydrated. After that, magnesium sulfate was removed by means of filtration. The filtrate was subjected to an evaporator in such a manner that toluene would be distilled off. After that, the temperature of the resultant viscous product was cooled to 0° C., followed by crystallization. After having been washed with a small amount of n-hexane, the crystal was separated by means of filtration, and was dried under reduced pressure until the amount of the crystal became constant, whereby an adamantane derivative as a target product (3-methanesulfonyloxy-1-adamantyl methacrylate) was obtained. Table 1 shows the results of: the yield (mol %) of the target product with respect to the adamantane compound as a raw material; the purity (mass %) of the target product measured by means of gas chromatography; and the production ratio (mass %) of the polymer as a result of the GPC measurement.

WORKUP

后处理

  1. customA 200-mL glass reactor was equipped with a stirring device, a dropping funnel
  2. customwas immersed in a water bath at 25° C
  3. stirringthe whole was stirred for an additional 25 minutes
  4. customPart of the reaction liquid
  5. customThe remaining reaction liquid
  6. customseparating funnel
  7. washthe resultant was washed with 40 mL of water
  8. additionadded to the resultant
  9. washAfter that, an organic layer was washed with 50 mL of 1-mmol/mL hydrochloric acid
  10. customNo polymer was precipitated in the course of the liquid
  11. customseparating operation
  12. customAfter that, magnesium sulfate was removed by means of filtration
  13. customThe filtrate was subjected to an evaporator in such a manner that toluene
  14. distillationwould be distilled off
  15. customfollowed by crystallization
  16. washAfter having been washed with a small amount of n-hexane
  17. customthe crystal was separated by means of filtration
  18. customwas dried under reduced pressure until the amount of the crystal