HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61827Generated: October 25, 2026
Water → 3-Chloro-8-(2-diethylaminoethoxy)-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one
https://huagongshe.com/reaction/61827
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Diethylaminoethyl chloride | HCID 13364 | — |
| Reactant | 3-Chloro-8-hydroxy-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one | HCID 66834241 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Chloro-8-(2-diethylaminoethoxy)-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one | HCID 54580866 | 88% |
Reaction Steps
3-Chloro-8-hydroxy-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one (Compound S2-1, 10 mg, 0.03207 mmol) was dissolved in DMF (0.1 mL), added with (2-chloroethyl)diethylamine (5.5 mg, 0.03207 mmol) and cesium carbonate (20.9 mg, 0.06414 mmol), and stirred at 80° C. for 2 hr. The reaction solution was added to water and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The residues obtained after concentration under reduced pressure were purified by NH silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (11.6 mg, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09440922B2 |
|---|
| Source dataset | uspto-grants-2016_09 |
|---|
| ORD ID | ord-4720445306624a5f8dc7d46fb430033d |
|---|
| Source note | uspto-grants-2016_09 |
|---|