HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2421576Erstellt: 25. Oktober 2026
Phosphoric Acid → 5-chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one
https://huagongshe.com/reaction/2421576
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Phosphoric Acid | HCID 1004 | — |
| Edukt | Phosphorus oxide (P4O10) | HCID 14812 | — |
| Edukt | 3-(2-(4-Chlorophenoxy)phenyl)-1-methylpyrrolidine-2,4-dione | HCID 23148658 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one | HCID 58729183 | 58% |
Reaktionsschritte
P2O5 (90 grams) was added in portions to H3PO4 (90 grams) while maintaining the temperature below 140° C. The mixture was heated at 115° C. for 1.5 hour, whereupon 3-[2-(4-chloro-phenoxy)-phenyl]-1-methyl-pyrrolidine-2,4-dione (XI) (30 grams; 95 mmol) was added. The resulting mixture was stirred for 4 days at 115° C. to 130° C. with extra P2O5 (in total 5 portions of 5 grams each were added). The mixture was poured into water (200 ml) and the resulting precipitate was stirred overnight. The mixture was extracted with dichloromethane (250 ml) and washed with sat. NaHCO3 (pH=7). After drying on magnesium sulphate the solvent was removed under vacuum. The resulting crude product was dissolved in methanol (520 ml) at 70° C. Following removal of part of the methanol by evaporation the product crystallized. The mixture was stirred overnight at −12° C. The crystals were filtered and dried to provide 5-chloro-2,3-dihydro-2-methyl-1H-dibenz[2,3;6,7]oxepino[4,5-c]pyrrol-1-one (VI) (16.4 grams, 55 mmol; 58%), purity according to GC 92%. 1H-NMR (400 MHz, CDCl3): 3.2 (s, 3H), 4.3 (s, 1H), 3.8 (m, 1H), 7.2-7.4 (m, 6H), 8.2 (dd, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07956202B2 |
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| Quelldatensatz | uspto-grants-2011_06 |
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| ORD ID | ord-9f8580329ade408bad8b536f504fa700 |
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| Quellennotiz | uspto-grants-2011_06 |
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