HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Ethyl 2-[4-(aminomethyl)phenyl]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Ethyl 2-(4-((tert-butoxycarbonylamino)methyl)phenyl)propanoate | HCID 86680232 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2-[4-(aminomethyl)phenyl]propanoate | HCID 71019413 | 86.4% |
Reaction Steps
Trifluoroacetic acid (6 mL) was added to a solution of ethyl 2-(4-((tert-butoxycarbonylamino)methyl)phenyl)propanoate (6.0 g, 19.54 mmol) in dichloromethane (30 mL) at 0° C. and stirred for 4 h at room temperature. The volatiles were evaporated under reduced pressure, basified with saturated NaHCO3 and extracted with ethyl acetate (3×50 mL). Combined organic layers washed with water (100 mL), brine solution (50 mL), dried over sodium sulfate and concentrated to give ethyl 2-(4-(aminomethyl)phenyl)propanoate (3.5 g, 86%) as colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937092B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-089cc8461e8445f6afd961f5bb4638f2 |
| Source note | uspto-grants-2015_01 |