HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 90422687, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 90423135 | HCID 90423135 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 90422687 | HCID 90422687 | 85.3% |
Reaction Steps
To a mixture of ethyl 2,2-difluoro-3-(4-nitro-2-(trifluoromethyl)phenyl)propanoate (220 mg, 0.672 mmol) in MeOH (10 mL) was added Pd/C (71.6 mg, 0.672 mmol) under N2. The mixture was then stirred under a H2 atmosphere for 1 h. LCMS and TLC (PE/EA=5:1, Rf=0.3) showed the reaction was finished. The mixture was filtered and the filtrate was concentrated to give ethyl 3-(4-amino-2-(trifluoromethyl)phenyl)-2,2-difluoropropanoate (190 mg, 0.573 mmol, 85% yield): NMR (400 MHz, CD3OD-d4) δ 7.15 (s, 1H), 6.97 (d, J=2.2 Hz, 1H), 6.81 (dd, J=2.1, 8.4 Hz, 1H), 4.24 (q, J=7.1 Hz, 2H), 3.42 (t, J=16.8 Hz, 2H), 1.24 (t, J=7.1 Hz, 3H). ES-LCMS m/z 298 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382238B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-f946f7af753940dfa4a43662ec1c7728 |
| Source note | uspto-grants-2016_07 |