反应详情

To a cooled (0°) solution of 3-hydroxy-2,2-dimethyl-butyric acid methyl ester (52.0 g, 0.36 mol) in pyridine (100 ml) was added gradually, p-toluene sulfonyl chloride (69.0 g, 0.36 mol). The mixture was allowed to warm to room temperature and was stirred for 60 h. The reaction was again cooled in ice and was acidified by addition of HCl (2 M). The resultant solution was extracted with ethyl acetate, the extracts were washed with HCl, then brine, dried and evaporated to give an oil which formed a white precipitate upon standing. This mixture was dissolved in the minimum amount of ethyl acetate and then light petroleum was added to afford a white precipitate which was collected and washed with more light petroleum. The filtrate was partially evaporated and a second crop of crystals was collected and added to the first to afford 2,2-dimethyl-3-(toluene-4-sulfonyloxy)-butyric acid methyl ester (81.2 g, 76%).

1. additionwas added gradually
2. temperatureThe reaction was again cooled in ice
3. extractionThe resultant solution was extracted with ethyl acetate
4. washthe extracts were washed with HCl
5. dry with materialbrine, dried
6. customevaporated
7. customto give an oil which
8. customformed a white precipitate
9. customto afford a white precipitate which
10. customwas collected
11. washwashed with more light petroleum
12. customThe filtrate was partially evaporated
13. customa second crop of crystals was collected
14. additionadded to the first