HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86630977, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Pyridine-3-sulfonyl chloride | HCID 3164136 | — |
| Reactant | HCID 86630972 | HCID 86630972 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86630977 | HCID 86630977 | 98.2% |
Reaction Steps
Sodium hydride (60% in oil, 68 mg) was added to a solution of 5-(4-cyclohexylphenyl)-1H-pyrrole-3-carbaldehyde (0.17 g) in tetrahydrofuran (12 mL) at room temperature. The mixture was stirred for 20 min, 3-pyridinesulfonyl chloride (0.19 g) was added, and the mixture was stirred at room temperature for 3 hr. The reaction mixture was poured into ice water, 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=3:2→2:1) to give the title compound as crystals (yield 0.26 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338462B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-bcdb6a658da249f1903f74bb8600828e |
| Source note | uspto-grants-2012_12 |