HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-((tert-butoxycarbonyl)amino)-5-(trifluoromethyl)benzoate → Methyl 2-amino-5-(trifluoromethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-((tert-butoxycarbonyl)amino)-5-(trifluoromethyl)benzoate | HCID 22672049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | Methyl 2-amino-5-(trifluoromethyl)benzoate | HCID 14233808 | 90.1% |
Reaction Steps
To a solution of methyl 2-t-butoxycarbonylamino-5-trifluoromethylbenzoate (3.80 g; prepared in Reference Example 27.) in methylene chloride (30 ml), trifluoroacetic acid (6 ml) was added. The mixture was stirred for 8 hours at room temperature. The solvent was distilled off azeotropically with toluene three times. To the reaction mixture, an aqueous sodium hydrogencarbonate solution was added to neutralize. The mixture was extracted with ethyl acetate, washed, dried, filtered and concentrated under the reduced pressure. The residue was purified on silica gel column chromatography (hexane:AcOEt 5:1) to give the title compound (2.35 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06448290B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-a2bd2d08473844abbff0505ca8e6035d |
| Source note | uspto-grants-2002_09 |