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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | tert-butyl N-(3-nitrobenzyl)-N-(trifluoroacetyl)glycinate | HCID 57842799 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl N-(3-aminobenzyl)-N-(trifluoroacetyl)glycinate | HCID 90282000 | 95.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199927B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-54e942401d114f45894eeed1fd7fb226 |
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| Source note | uspto-grants-2015_12 |
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