HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 5-ethyl-2,3-dihydro-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Ethyl-1-(phenylsulfonyl)indoline | HCID 14112952 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Product | 5-ethyl-2,3-dihydro-1H-indole | HCID 16788119 | 34% |
Reaction Steps
A mixture of 1-benzenesulfonyl-5-ethyl-2,3-dihydro-1H-indole (15 g, 0.05 mol) in HBr (48%, 162 mL) was heated at reflux for 6 h. The mixture was basified with sat. NaOH solution to pH 9 and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 5-ethyl-2,3-dihydro-1H-indole (2.5 g, 32%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090619B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-4b81d822a19944109d24e57585f7c174 |
| Source note | uspto-grants-2015_07 |