Reaktionsgleichung
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=O)=[CH:4][C:3]=1[O:13][CH3:14].Cl.[N:16]1[O:17][N:18]=[C:19]2[CH:24]=[C:23]([CH2:25][O:26][NH2:27])[CH:22]=[CH:21][C:20]=12.N1C=CC=CC=1.[N+](C1C=CC(CO/N=C2\CCCC3C\2=CC(OC)=C(OC)C=3)=CC=1)([O-])=O>C(O)C.C(OCC)(=O)C.CCCCCC>[N:16]1[O:17][N:18]=[C:19]2[CH:24]=[C:23]([CH2:25][O:26]/[N:27]=[C:9]3\[CH2:8][CH2:7][CH2:6][C:5]4[C:10]\3=[CH:11][C:2]([OH:1])=[C:3]([O:13][CH3:14])[CH:4]=4)[CH:22]=[CH:21][C:20]=12Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
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.
Quellen und Nachweise
- ORD-Eintrag
- ord-68ac811b29fb4c24bcd874146743570d
- Quelldatensatz
- uspto-grants-2013_09
- Patentnummer
- US08536157B2
Verknüpfte Notizen
Wird geladen…