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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852398Generated: October 30, 2026

Trifluoroacetic acid → 2-Methyl-2-(4-methylaminomethyl-phenoxy)-propionic acid ethyl ester

https://huagongshe.com/reaction/852398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-{4-[(tert-Butoxycarbonyl-methyl-amino)-methyl]-phenoxy}-2-methyl-propionic acid ethyl esterHCID 67072288—
SolventDichloromethaneHCID 6344—
Product2-Methyl-2-(4-methylaminomethyl-phenoxy)-propionic acid ethyl esterHCID 58907028—

Reaction Steps

A solution of 3.66 g (10 mmol) of the above prepared 2-{4-[(tert-butoxycarbonyl-methyl-amino)-methyl]-phenoxy}-2-methyl-propionic acid ethyl ester in 50 ml dichloromethane was treated at 0° C. with 3.98 ml TFA and stirred at room temperature for 16 h. The reaction was evaporated and treated with ice water, neutralized with NaHCO3 (pH=8) and extracted dichloromethane (two times). The organic phases were washed with water, dried (MgSO4), and evaporated to give 2.77 g of crude product. Purification by flash chromatography on SiO2 with CH2Cl2/MeOH (95:5) yielded 1.95 g of the title compound as brown-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253192B2
Source datasetuspto-grants-2007_08
ORD IDord-148542d5ab1546c5b747522040c4df7b
Source noteuspto-grants-2007_08