تفاعل #521196

معادلة التفاعل

benzenesulfonyl chloride

4-chloro-3-methylphenol

Et3N

Water

→

desired product

Benzenesulfonic Acid 4-Chloro-3-methylphenyl Ester

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was slowly warmed to room temperature
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued for an additional 18 h
4. 4
   أخرىto quench
5. 5
   أخرىthe reaction
6. 6
   غسيلthe organic layer was washed with brine
7. 7
   تجفيفdried over Na2SO4
8. 8
   أخرىThe solvent was removed in vacuo
9. 9
   أخرىresulting crude product
10. 10
    أخرىwas purified by flash column chromatography (silica gel, 10-30% CH2Cl2/hexanes)

الإجراء التجريبي

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]+.

المصدر