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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370887Generated: November 3, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 2-[3-(4-{[Benzyl(2-methyl-3-nitrophenyl)amino]methyl}phenoxy)phenoxy]ethanol

https://huagongshe.com/reaction/1370887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
ReactantN-benzyl-N-(2-methyl-3-nitrophenyl)-N-(4-{3-[2-(tetrahydro-2H-pyran-2-yloxy)ethoxy]phenoxy}benzyl)amineHCID 18512355—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product2-[3-(4-{[Benzyl(2-methyl-3-nitrophenyl)amino]methyl}phenoxy)phenoxy]ethanolHCID 18512238—

Reaction Conditions

Temperature55 °C

Reaction Steps

The product from Example 92A (0.480 g, 0.845 mmoles) in EtOH (2.0 mL) was treated with pyridinium p-toluenesulfonate (0.0106 g, 0.0422 mmoles) and heated at 55° C. for four hours. The reaction was diluted with ethyl acetate, washed with H2O, brine, dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure. The residue was purified by chromatography on a pre-packed Biotage silica gel column (hexanes to 50% ethyl acetate:hexanes) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583180B2
Source datasetuspto-grants-2003_06
ORD IDord-b3a80b3c5285430e8c5e6368e4c584b6
Source noteuspto-grants-2003_06