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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528Generated: October 30, 2026

4-(2-t-Butoxycarbonylaminoethyl)phenoxymethyl phosphonic acid, diethyl ester → 4-(2-Aminoethyl)phenoxymethylphosphonic acid, diethyl ester

https://huagongshe.com/reaction/1528

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-t-Butoxycarbonylaminoethyl)phenoxymethyl phosphonic acid, diethyl esterHCID 86752191—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product4-(2-Aminoethyl)phenoxymethylphosphonic acid, diethyl esterHCID 54118706—

Reaction Steps

4-(2-t-Butoxycarbonylaminoethyl)phenoxymethylphosphonic acid, diethyl ester (2.856 g, 9.95 mMol) in methylene chloride (300 ml) and trifluoracetic acid (16 ml) was stirred at room temperature for 5 h. The solution was concentrated under reduced pressure and product dried under in vacuo. The trifluoacetic acid salt was neutralized with aqueous sodium carbonate and extracted with dichloromethane containing a small proportion of methanol (5×100 ml). The combined organic layers were dried over sodium sulfate and evaporated to dryness to give the title compound as a pale yellow gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05726165
Source datasetuspto-grants-1998_03
ORD IDord-37aef411031a48079180fe910acb60fa
Source noteuspto-grants-1998_03