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HRID 41953Erstellt: 24. Oktober 2026

Pyridine → (8E)-8-(2,1,3-benzoxadiazol-5-ylmethoxyimino)-3-methoxy-6,7-dihydro-5H-naphthalen-2-ol

https://huagongshe.com/de/reaction/41953

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
Edukt7-Hydroxy-6-methoxy-1-tetraloneHCID 316840—
EduktO-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochlorideHCID 66760966—
Edukt(E)-6,7-dimethoxy-N-[(4-nitrophenyl)methoxy]-3,4-dihydro-2H-naphthalen-1-imineHCID 87138450—
LösungsmittelEthanolHCID 702—
LösungsmittelEthyl acetate hexaneHCID 21226206—
Produkt(8E)-8-(2,1,3-benzoxadiazol-5-ylmethoxyimino)-3-methoxy-6,7-dihydro-5H-naphthalen-2-olHCID 871385559%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536157B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-68ac811b29fb4c24bcd874146743570d
Quellennotizuspto-grants-2013_09