HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (1,1'-Biphenyl)-4-sulphonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (1,1'-Biphenyl)-4-sulfonic acid | HCID 16673 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1,1'-Biphenyl)-4-sulphonyl chloride | HCID 74192 | 45.1% |
Reaction Steps
Sulfuryl chloride (392 μl, 4.74 mmol) was added dropwise to a 0° C. suspension of triphenylphosphine-resin (1.58 g) in methylene chloride (10 ml). A solution of 4-biphenylsulfonic acid (400 mg, 1.58 mmol) and triethylamine (220 μl) in methylene chloride (5 ml) was added. The mixture was stirred at room temperature for 6 hours and stored at 5° C. for 3 days. This was filtered and the filtrate was evaporated. The residue was coevaporated with toluene twice to give the crude product as a white solid. Purification of the crude product by chromatography (silica, methylene chloride) gave 180 mg of the title product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06335324B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-0c2e1401a70c4bb1a1e714e32617cec8 |
| Source note | uspto-grants-2002_01 |