HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-methyl-3-nitro-5-(trifluoromethyl)benzoate → Methyl 3-amino-2-methyl-5-(trifluoromethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-methyl-3-nitro-5-(trifluoromethyl)benzoate | HCID 68295416 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3-amino-2-methyl-5-(trifluoromethyl)benzoate | HCID 68295733 | 58% |
Reaction Steps
To a stirred solution of methyl 2-methyl-3-nitro-5-(trifluoromethyl)benzoate (20.0 g, 76.0 mmol) in MeOH (400 ml) was added Pd(OH)2 (2.00 g). The reaction mixture was stirred for 3 hours under hydrogen atmosphere. After purging with nitrogen, the mixture was filtered and the filtrate was concentrated in vacuo to give the titled compound as an orange solid (10.2 g, 58% yield). 1H-NMR (400 MHz, CDCl3) δppm; 7.47 (brs, 1H), 7.01 (d, J=2.0 Hz, 1H), 3.92 (m, 2H), 3.91 (s, 3H), 2.39 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376422B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-658a44db49f344bea40bd0700e2cd23d |
| Source note | uspto-grants-2016_06 |