反应详情

温度

0 °C

Dissolve N-butyl-N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide (10 mmol) in acetone (50 mL) and cool to 0° C. Add a slight excess of Jones reagent dropwise and allow the reaction to stir for 4 hours at 0° C. Add excess isopropanol and filter the reaction through a plug of diatomaceous earth. Rinse the plug with acetone (2×50 mL) and methylene chloride (3×50 mL). Combine the filtrates and concentrate under vacuum. Purify the residue by flash chromatography (silica gel, methanol/methylene chloride) to provide [butyl-(toluene-4-sulfonyl)-amino]-acetic acid.

1. customthe reaction
2. filtrationAdd excess isopropanol and filter
3. customthe reaction through a plug of diatomaceous earth
4. washRinse the plug with acetone (2×50 mL) and methylene chloride (3×50 mL)
5. concentrationCombine the filtrates and concentrate under vacuum
6. customPurify the residue by flash chromatography (silica gel, methanol/methylene chloride)