反応 #1719974

反応方程式

2,2,4-trimethyl-1,3-pentanediol

o-carbomethoxybenzenesulfonyl chloride

→

2,2,4-trimethyl-1,3-pentanediyl bis-(ortho-carbomethoxybenzenesulfonate)

溶媒

pyridine

反応条件

後処理

1. 1
   その他Into a one-liter, four-necked, round bottom flask equipped with stirrer, condenser
2. 2
   workup.ADDITIONthermometer and addition funnel
3. 3
   温度while maintaining the temperature below 10° C
4. 4
   温度The aforesaid mixture was maintained at a temperature between 0° C. and 10° C. for a two hour period
5. 5
   workup.WAITrefrigerated at 15° C. for at least twenty-four hours
6. 6
   抽出subsequently extracted with 500 parts of methylene chloride
7. 7
   洗浄The organic layer was washed successively with cold,
8. 8
   workup.ADDITIONdilute 6N sulfuric acid (twice with 500 part-portions), cold, dilute sodium bicarbonate (once with 500 parts), and water (until the water layer
9. 9
   乾燥It was then dried over sodium sulfate
10. 10
    ろ過filtered
11. 11
    その他the solvent removed in vacuo

実験手順

Into a one-liter, four-necked, round bottom flask equipped with stirrer, condenser, thermometer and addition funnel, 36.5 parts of 2,2,4-trimethyl-1,3-pentanediol and 632.0 parts of pyridine were mixed under a nitrogen blanket and cooled to 0° C. using an ice water bath. Subsequently, 117.3 parts of o-carbomethoxybenzenesulfonyl chloride were added in small portions over a two hour period while maintaining the temperature below 10° C. The aforesaid mixture was maintained at a temperature between 0° C. and 10° C. for a two hour period and then refrigerated at 15° C. for at least twenty-four hours prior to work-up. For work-up the reaction mixture was poured into 1000 parts of ice water and subsequently extracted with 500 parts of methylene chloride. The organic layer was washed successively with cold, dilute 6N sulfuric acid (twice with 500 part-portions), cold, dilute sodium bicarbonate (once with 500 parts), and water (until the water layer was neutral to pH paper). It was then dried over sodium sulfate, filtered, and the solvent removed in vacuo to yield the 2,2,4-trimethyl-1,3-pentanediyl bis-(ortho-carbomethoxybenzenesulfonate).

出典