HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (R)-3-(1-methyl-pyrrolidin-2-ylmethoxy)-5-trifluoromethyl-phenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Methyl-2-(3-nitro-5-trifluoromethyl-phenoxymethyl)-pyrrolidine | HCID 21959476 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-3-(1-methyl-pyrrolidin-2-ylmethoxy)-5-trifluoromethyl-phenylamine | HCID 66688753 | — |
Reaction Steps
1-Methyl-2-(3-nitro-5-trifluoromethyl-phenoxymethyl)-pyrrolidine (2.5 g, 8.2 mmol) was dissolved in MeOH (80 ml) and HOAc (glacial, 10 mL) and placed under N2. Pd/C was added and after blanketing with H2, the mixture was shaken under H2 for 18 h at 60 psi. The catalyst was removed by filtration through Celite® and the MeOH solution was concentrated in vacuo. The residue was purified with flash chromatography (SiO2, 90:10:1 CH2Cl2:MeOH:NH4OH) to afford the title compound as a yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531553B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-ff017fc322a149629ca2d873850a119c |
| Source note | uspto-grants-2009_05 |