反応 #521196

反応方程式

benzenesulfonyl chloride

4-chloro-3-methylphenol

Et3N

Water

→

desired product

Benzenesulfonic Acid 4-Chloro-3-methylphenyl Ester

溶媒

CH2Cl2

反応条件

後処理

1. 1
   温度The reaction was slowly warmed to room temperature
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued for an additional 18 h
4. 4
   その他to quench
5. 5
   その他the reaction
6. 6
   洗浄the organic layer was washed with brine
7. 7
   乾燥dried over Na2SO4
8. 8
   その他The solvent was removed in vacuo
9. 9
   その他resulting crude product
10. 10
    その他was purified by flash column chromatography (silica gel, 10-30% CH2Cl2/hexanes)

実験手順

To a solution of 4-chloro-3-methylphenol (1.0 g, 7.0 mmol) in dry CH2Cl2 (70 mL) at 0° C. was added Et3N (1.45 mL, 10.5 mmol). After stirring at 0° C. for 20 min, benzenesulfonyl chloride (1.34 mL, 10.5 mmol) was added to the reaction mixture. The reaction was slowly warmed to room temperature and stirring was continued for an additional 18 h. Water was added to quench the reaction and the organic layer was washed with brine and dried over Na2SO4. The solvent was removed in vacuo and resulting crude product was purified by flash column chromatography (silica gel, 10-30% CH2Cl2/hexanes). The desired product was obtained as a white solid (1.9 g, 96%). LC/MS (ES+) m/e 283.0 [M+H]+.

出典