HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-(4-Bromo-2-nitro-phenoxy)-cyclopropanecarboxylic acid ethyl ester → 6-bromospiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-3(4H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-(4-Bromo-2-nitro-phenoxy)-cyclopropanecarboxylic acid ethyl ester | HCID 58340784 | — |
| Katalysator | Iron | HCID 23925 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 6-bromospiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-3(4H)-one | HCID 21581359 | 98% |
Reaktionsbedingungen
| Temperatur | 60 °C |
|---|
Reaktionsschritte
Iron (1173 mg, 21 mmol) was added to a solution of ethyl 1-(4-bromo-2-nitrophenoxy)cyclopropanecarboxylate 7.20 (693 mg, 2.1 mmol) in acetic acid (10 mL) at room temperature. Mixture was heated at 60° C. for 5 hours. Mixture was cooled to rt, diluted with 100 mL ethyl acetate, and filtered over celite. Filtrate was concentrated under reduced pressure to yield 6-bromospiro[benzo[b][1,4]oxazine-2,1′-cyclopropan]-3(4H)-one 7.21 (523 mg), which was used in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09376441B2 |
| Quelldatensatz | uspto-grants-2016_06 |
| ORD ID | ord-821b6076d9984c3788665e4dbfaf87f7 |
| Quellennotiz | uspto-grants-2016_06 |