HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → HCID 59848832, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59848835 | HCID 59848835 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59848832 | HCID 59848832 | — |
Reaction Steps
Tert-Butyl 3-oxo-1,3,4,6-tetrahydro-5H-azepino[5,4,3-cd]indole-5-carboxylate, Intermediate 17 (50 mg, 0.17 mmol), tetrabutylammonium hydrogensulfate (8 mg, 0.01 mmol) and benzenesulfonyl chloride (25 μl, 0.19 mmol) were dissolved in DCM (2 ml). 2.5 M NaOH (77 μl) was added. The mixture was stirred for 1 h at room temperature. The DCM phase was collected and washed with NaHCO3(sat.) and water. Evaporation gave a residue that was purified on silica 8-66% EtOAc in petroleum ether 45-60°. Obtained 42.4 mg of the title compound as a clear glass. MS (ESI+) m/z 371 [M+H-isobutene]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138333B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-4c5dbe0f0c464fa585f099ae6a5283ec |
| Source note | uspto-grants-2012_03 |