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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497513Generated: October 29, 2026

Water → tert-butyl N-(3-aminobenzyl)-N-(trifluoroacetyl)glycinate

https://huagongshe.com/reaction/1497513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-butyl N-(3-nitrobenzyl)-N-(trifluoroacetyl)glycinateHCID 57842799—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Producttert-butyl N-(3-aminobenzyl)-N-(trifluoroacetyl)glycinateHCID 9028200095.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of tert-butyl N-(3-nitrobenzyl)-N-(trifluoroacetyl)glycinate (4.30 g), iron (13.2 g), water (41.8 mL), and ethanol (83.5 mL) was added ammonium chloride (2.54 g) at room temperature, followed by heating and refluxing at 100° C. for 1 hour. After leaving to be cooled, the reaction suspension was filtered through Celite and the filtrate was concentrated under reduced pressure. To the residue was added water, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain tert-butyl N-(3-aminobenzyl)-N-(trifluoroacetyl)glycinate (3.76 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199927B2
Source datasetuspto-grants-2015_12
ORD IDord-54e942401d114f45894eeed1fd7fb226
Source noteuspto-grants-2015_12