HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554274Generated: October 28, 2026
Benzenesulfonyl chloride → HCID 66924523, compound
https://huagongshe.com/reaction/554274
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 15-Crown-5 | HCID 36336 | — |
| Reactant | HCID 66924897 | HCID 66924897 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 66924523 | HCID 66924523 | 81.2% |
Reaction Steps
To a solution (20 mL) of ethyl 2-fluoro-5-phenyl-1H-pyrrole-3-carboxylate (300 mg) in tetrahydrofuran was added sodium hydride (60% in oil, 155 mg) at room temperature and the mixture was stirred for 30 min. 15-Crown-5 (850 mg) was added dropwise and the mixture was stirred for 30 min. Benzenesulfonyl chloride (591 mg) was added, and the mixture was further stirred for 24 hr. Saturated brine was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=85:15) to give the title compound as a colorless oil (yield 390 mg, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08048909B2 |
|---|
| Source dataset | uspto-grants-2011_11 |
|---|
| ORD ID | ord-ee45601624bf42e0ae50f16e3949032f |
|---|
| Source note | uspto-grants-2011_11 |
|---|