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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387692Generated: October 30, 2026

Ethanol → 4-(4-Aminophenoxy)-7-(benzyloxy)-6-cyanoquinoline

https://huagongshe.com/reaction/387692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
Reactant7-Benzyloxy-6-cyano-4-(4-nitrophenoxy)quinolineHCID 22936590—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product4-(4-Aminophenoxy)-7-(benzyloxy)-6-cyanoquinolineHCID 22936831—

Reaction Conditions

Temperature90 °C

Reaction Steps

Iron powder (0.6 g), ammonium chloride (1.4 g), ethanol (100 ml) and water (30 ml) were added to the 7-benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline obtained in Production Example 5, and the mixture was stirred at 90° C. for 2.5 hours. The reaction system was returned to room temperature and then filtered with celite, the filtrate was subjected to liquid separation, and the organic layer was washed with water and saturated saline in that order, dried over sodium sulfate and then concentrated to dryness under reduced pressure to obtain 1.31 g of a crude product containing the target substance. The crude product was used directly for the following reaction. (Production Example 7).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-b640cbf0a01a4468bb3869a0c168edbc
Source noteuspto-grants-2013_02