HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → 1-(benzenesulfonyl)-2,3-dihydroindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Indoline | HCID 10328 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(benzenesulfonyl)-2,3-dihydroindole | HCID 668757 | 96.1% |
Reaction Steps
To a mixture of DMAP (1.5 g), benzenesulfonyl chloride (24.0 g, 136 mmol) and indoline (14.7 g, 124 mmol) in CH2Cl2(200 mL) was added dropwise Et3N (19.0 g, 186 mmol) at 0° C. The mixture was stirred at room temperature overnight. The organic layer was washed with water (2×), dried over Na2SO4 and concentrated to dryness under reduced pressure to obtain 1-(phenylsulfonyl)indoline (30.9 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575209B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-eed2904a2552419d961eaeccda9950a8 |
| Source note | uspto-grants-2013_11 |