HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → methyl 2-amino-3-(tetrahydro-2H-pyran-4-yloxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | methyl 2-nitro-3-(tetrahydro-2H-pyran-4-yloxy)benzoate | HCID 58082227 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl 2-amino-3-(tetrahydro-2H-pyran-4-yloxy)benzoate | HCID 58082434 | 72% |
Reaction Steps
A mixture of methyl 2-nitro-3-(tetrahydro-2H-pyran-4-yloxy)benzoate (1.3 g, 4.8 mmol) and Raney Ni (0.5 g) in MeOH (30 mL) was stirred under 1 atm of H2 at room temperature for 24 h. TLC (petroleum ether:ethyl acetate=1:1) showed the reaction was complete. The mixture was filtered, the filtrate was concentrated in vacuo. The residue was purified by chromatography (petroleum ether:ethyl acetate=20:1) to give the title compound (0.8 g, 72%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998978B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-58d5e16a938c4bf4822312954a20d420 |
| Source note | uspto-grants-2011_08 |