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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188917Generated: November 1, 2026

Ethanol → 2-(Benzyloxy)-4-{[5-(methylsulfonyl)pyridin-2-yl]oxy}aniline

https://huagongshe.com/reaction/1188917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantCalcium ChlorideHCID 5284359—
Reactant2-[3-(Benzyloxy)-4-nitrophenoxy]-5-(methylsulfonyl)pyridineHCID 66885872—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product2-(Benzyloxy)-4-{[5-(methylsulfonyl)pyridin-2-yl]oxy}anilineHCID 67118445109.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-[3-(benzyloxy)-4-nitrophenoxy]-5-(methylsulfonyl)pyridine (45.56 g), iron powder (31.7 g), calcium chloride (1.26 g), ethanol (400 mL) and water (100 mL) was stirred at 80° C. for 3.5 h. The mixture was filtered through celite and the filtrate was concentrated. The residual solid was washed successively with water, ethanol, and diethyl ether to give the title compound (46.31 g, 100%) as a brownish-yellow solid. MS 371 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-dc1a2d4b90424526bbce621c590a0ce2
Source noteuspto-grants-2014_03