HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(4-Fluoro-phenylsulfonyl)-6-methoxy-2-methylsulfonylnaphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 2-Methoxy-6-methylsulfonylnaphthalene | HCID 15434622 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 5-(4-Fluoro-phenylsulfonyl)-6-methoxy-2-methylsulfonylnaphthalene | HCID 15434617 | 16% |
Reaction Steps
Aluminum chloride (1.13 g, 8.46 mmol) was added to a solution of 2-methoxy-6-methylsulfonylnaphthalene (1.0 g, 4.2 mmol) [prepared as described in example 2 above], and 4-fluorobenzenesulfonyl chloride (1.65 g, 8.46 mmol) in 1,2 dichloroethane (40 ml). The reaction mixture was heated at reflux for 16 h, and then poured into 2N HCl and extracted into methylene chloride. The organic layer was separated, washed with water and brine, and dried over sodium sulfate. Purification by flash chromatography gave 0.1 g of 5-(4-fluoro-phenylsulfonyl)-6-methoxy-2-methylsulfonylnaphthalene as a solid (16% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06150397 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-3d2ab25218d44469b3b30b604329f0b8 |
| Source note | uspto-grants-2000_11 |