HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 9-Acetyl-8-methoxy-1,2-dihydro-6-(3-dimethylaminopropyl)-cyclopenta[c]carbazole-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 6-[3-(Dimethylamino)propyl]-8-methoxy-1,6-dihydrocyclopenta[c]carbazol-3(2H)-one | HCID 58544912 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Nitrobenzene | HCID 7416 | — |
| Product | 9-Acetyl-8-methoxy-1,2-dihydro-6-(3-dimethylaminopropyl)-cyclopenta[c]carbazole-3-one | HCID 45380801 | — |
Reaction Steps
A solution of compound 37 (0.84 g, 2.51 mmol) in PhNO2 (20 mL) was cooled in an ice bath. Then AlCl3 (1.7 g, 12.7 mmol, 5 eq.) and after that, AcCl (0.9 mL, 12.7 mmol, 5 eq.) were added. The mixture was kept for 40 min (LC/MS monitoring), diluted with water, neutralized with Na2CO3, extracted with CHCl3, and evaporated. The product was purified on a short thick column, eluent: CHCl3-MeOH 99:1→90:10. Yield of 38: 0.658 g (69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765738B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-8637bab3eea6421d9b86662c97046bba |
| Source note | uspto-grants-2014_07 |