HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → (8E)-8-(2,1,3-benzoxadiazol-5-ylmethoxyimino)-3-methoxy-6,7-dihydro-5H-naphthalen-2-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | 7-Hydroxy-6-methoxy-1-tetralone | HCID 316840 | — |
| Edukt | O-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochloride | HCID 66760966 | — |
| Edukt | (E)-6,7-dimethoxy-N-[(4-nitrophenyl)methoxy]-3,4-dihydro-2H-naphthalen-1-imine | HCID 87138450 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Ethyl acetate hexane | HCID 21226206 | — |
| Produkt | (8E)-8-(2,1,3-benzoxadiazol-5-ylmethoxyimino)-3-methoxy-6,7-dihydro-5H-naphthalen-2-ol | HCID 87138555 | 9% |
Reaktionsschritte
7-Hydroxy-6-methoxy-1-tetralone (83 mg, 0.43 mmol) was subjected to reaction with O-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochloride (96 mg, 0.48 mmol) in ethanol (2 mL) and pyridine (0.2 mL, 2.58 mmol) under the same conditions as described for (E)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one O-4-nitrobenzyl oxime. Subjection of the material obtained on work up to flash chromatography (3:7 v/v ethyl acetate/hexane elution) afforded the title compound as off-white crystals (13 mg, 9%), m.p. 138° C. (with decomposition), Rf 0.4.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536157B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-68ac811b29fb4c24bcd874146743570d |
| Quellennotiz | uspto-grants-2013_09 |