반응 #1719974

반응 방정식

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

o-carbomethoxybenzenesulfonyl chloride

→

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

용매

pyridine

반응 조건

후처리

1. 1
   기타Into a one-liter, four-necked, round bottom flask equipped with stirrer, condenser
2. 2
   workup.ADDITIONthermometer and addition funnel
3. 3
   온도while maintaining the temperature below 10° C
4. 4
   온도The 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
   추출subsequently extracted with 500 parts of methylene chloride
7. 7
   세척The 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
   건조It was then dried over sodium sulfate
10. 10
    여과filtered
11. 11
    기타the solvent removed in vacuo

실험 절차

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).

출처