HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl [4-(aminomethyl)phenoxy]acetate acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Methyl {4-[(hydroxyimino)methyl]phenoxy}acetate | HCID 73461790 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl [4-(aminomethyl)phenoxy]acetate acetate | HCID 86028338 | 162.3% |
Reaction Steps
To a solution of methyl {4-[(hydroxyimino)methyl]phenoxy}acetate (30 g, 0.14 mol) in methanol (650 mL) was added glacial acetic acid (6.8 g) and passed N2 for 30 min. To this was added Pd/C (10%, 3 g) and hydrogenated under 2 bars of pressure for 12 h. The reaction mixture was concentrated under vacuum. The crude product was treated with EtOAc (500 mL) and the white product filtered off The solid was dried under vacuum to give the title compound (29 g, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589232B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-fb2be3a7a0ff46b7897414ab1a99b24c |
| Source note | uspto-grants-2009_09 |