HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 9-acetyl-6-[2-(1-methylpyrrolidin-2-yl)ethyl]-1,6-dihydrocyclopenta[c]carbazol-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 6-[2-(1-methylpyrrolidin-2-yl)ethyl]-1,6-dihydrocyclopenta[c]carbazol-3(2H)-one | HCID 58544903 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Nitrobenzene | HCID 7416 | — |
| Product | 9-acetyl-6-[2-(1-methylpyrrolidin-2-yl)ethyl]-1,6-dihydrocyclopenta[c]carbazol-3(2H)-one | HCID 45381727 | — |
Reaction Steps
Compound 65 (0.336 g, 1.00 mmol) was dissolved in PhNO2 (7 mL). The solution was cooled down in an ice bath. Then, AlCl3 (0.67 g, 5.02 mmol) and after that, AcCl (0.36 mL, 5.04 mmol) were added. The resulting mixture was kept for 40 min (LC/MS monitoring), diluted with water, neutralized with aqueous NaHCO3 solution, extracted with CHCl3, and evaporated. The product was purified on a short thick column, eluent: 100:0→90:10. Yield of product: 0.307 g (82%) (R); S-isomer was obtained similarly (77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765738B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-1812235560264ece838aa6ca42eb8818 |
| Source note | uspto-grants-2014_07 |