反应详情

温度

0 °C

To a mixture of 3-isopropyl-5-methylphenoxyacetic acid 2-(toluene-4-sulfonyl)ethyl ester (Intermediate 64, 5.5 g, 14.0 mmol) and 4 mL of CH2Cl2 was added dropwise chlorosulfonic acid (8.2 g, 70.0 mmol, 5.0 eq) with ice-bath cooling. The mixture was stirred at 0° C. for 3 h. The resulting thick oil was poured onto crushed ice with vigorous stirring. The mixture was extracted with EtOAc. The organic layer was washed with 1 N NaHCO3 solution, dried over MgSO4, and concentrated by evaporation to give crude product 4-chlorosulfonyl-3-isopropyl-5-methylphenoxyacetic acid 2-(toluene-4-sulfonyl)ethyl ester (Intermediate 65, 6.0 g, 87%) as light brown thick oil, which was purified by silica gel column chromatography.

1. temperaturecooling
2. additionThe resulting thick oil was poured
3. customonto crushed ice with vigorous stirring
4. extractionThe mixture was extracted with EtOAc
5. washThe organic layer was washed with 1 N NaHCO3 solution
6. dry with materialdried over MgSO4
7. concentrationconcentrated by evaporation