HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Methoxy-2-methylaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-Methyl-3-nitroanisole | HCID 78554 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Methoxy-2-methylaniline | HCID 11804822 | 98% |
Reaction Steps
To a solution of 2-methyl-3-nitro anisole which is commercially available (1a1) (5.1 g; 30.33 mmol; requires ˜30 min. to dissolve) in absolute ethanol (85 mL) was added 10% Pd/C catalyst (500 mg). The solution was hydrogenated under a hydrogen filled balloon at atmospheric pressure and room temperature for 19 h. The reaction mixture was filtered through a Celite pad, rinsed and evaporated to dryness to obtain the compound 1a2 as a deep mauve oil (4.1 g; 29.81 mmol; 98% yield). MS 137 (MH)+. Reverse Phase HPLC Homogeneity@220 nm (0.06% TFA; CH3CN; H2O): 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696242B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-7a9eff496655484a89240f91f72dba0b |
| Source note | uspto-grants-2010_04 |