Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloro-3-methylphenol | HCID 1732 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 26948597 | HCID 26948597 | — |
Reaction Steps
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]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06670388B1 |
|---|
| Source dataset | uspto-grants-2003_12 |
|---|
| ORD ID | ord-733a5aaa721646a389e96d24a5cab0d4 |
|---|
| Source note | uspto-grants-2003_12 |
|---|