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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41948Generated: October 25, 2026

Ethanol → (8E)-3-methoxy-8-[(4-nitrophenyl)methoxyimino]-6,7-dihydro-5H-naphthalen-2-ol

https://huagongshe.com/reaction/41948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPyridineHCID 1049—
Reactant7-Hydroxy-6-methoxy-1-tetraloneHCID 316840—
Reactant(4-Nitrobenzyl)hydroxylamine hydrochlorideHCID 86662371—
Product(8E)-3-methoxy-8-[(4-nitrophenyl)methoxyimino]-6,7-dihydro-5H-naphthalen-2-olHCID 8713849955%

Reaction Steps

7-Hydroxy-6-methoxy-1-tetralone (105 mg, 0.55 mmol) was subjected to reaction with (4-nitrobenzyl)hydroxylamine hydrochloride (122 mg, 0.60 mmol) in ethanol (5 mL) and pyridine (0.5 mL, 6.45 mmol) under the same conditions as described for (E)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2R)-one O-4-nitrobenzyl oxime. The solid obtained on work up was recrystallised (isopropanol) to yield the title compound (103 mg, 55%) as off-white crystals, m.p. 125-127° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536157B2
Source datasetuspto-grants-2013_09
ORD IDord-972e713bd1f74c03bd12922506f473ce
Source noteuspto-grants-2013_09