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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626127Generated: October 31, 2026

Methylamine → 4-(1-(4-Hydroxyphenyl)-1-(4-(2-(methylamino)ethoxy)phenyl)-but-1-en-2-yl)-2-methoxyphenol

https://huagongshe.com/reaction/626127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant4-(1-(4-(2-Chloroethoxy)phenyl)-1-(4-hydroxyphenyl)-but-1-en-2-yl)-2-methoxyphenolHCID 123968785—
SolventMethanolHCID 887—
Product4-(1-(4-Hydroxyphenyl)-1-(4-(2-(methylamino)ethoxy)phenyl)-but-1-en-2-yl)-2-methoxyphenolHCID 7813578148%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a stirred solution of 4-(1-(4-(2-Chloroethoxy)phenyl)-1-(4-hydroxyphenyl)-but-1-en-2-yl)-2-methoxyphenol (88 mg, impure) in 10 mL MeOH was added 2 mL CH3NH2 (aq). After the mixture was heated at 85° C. for 24 h., the solvent was removed in vacuo, EtOAc was added, the mixture was washed with water and brine, dried over Na2SO4, filtered and the filtrate was evaporated in vacuo. The residue was purified by column chromatography (CH2Cl2/MeOH(NH3 gas)=10/1) to give the desired product (42 mg, 48% yield, Z/E=1/1) as a white solid. m/z=420[M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309211B2
Source datasetuspto-grants-2016_04
ORD IDord-aaeb73f7392146a596631b0e3f77081e
Source noteuspto-grants-2016_04