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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726962Generated: November 1, 2026

Trifluoroacetic acid → (4-Methylamino-naphthalen-1-yloxy)-acetic Acid Ethyl Ester

https://huagongshe.com/reaction/1726962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[4-(Tert-butoxycarbonyl-methyl-amino)-naphthalen-1-yloxy]-acetic acid ethyl esterHCID 69035131—
SolventDichloromethaneHCID 6344—
Product(4-Methylamino-naphthalen-1-yloxy)-acetic Acid Ethyl EsterHCID 69037388—

Reaction Steps

To 3.90 g (10.9 mmol) of the above prepared [4-(tert-butoxycarbonyl-methyl-amino)-naphthalen-1-yloxy]-acetic acid ethyl ester, dissolved in 110 ml of CH2Cl2, was added via dropping funnel within 15 Min. 27.9 ml of TFA. After additional 30 Min. at RT, the bulk of the solvents was removed i. V. and the residue distributed between NaHCO3 and AcOEt. Washing with cold water and brine, drying over magnesium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=8/2), gave 2.25 g of the title compound as off-white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495001B2
Source datasetuspto-grants-2009_02
ORD IDord-378f09cb1be14cb286bf3e4fb1f5004f
Source noteuspto-grants-2009_02