HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → 1-(4-(Benzyloxy)-5-methoxy-2-nitrophenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 1-(4-Benzyloxy-3-methoxy-phenyl)-ethanone | HCID 99215 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-(Benzyloxy)-5-methoxy-2-nitrophenyl)ethanone | HCID 53486760 | 68% |
Reaction Steps
To a solution of 1-(4-benzyloxy-3-methoxyphenyl)ethanone (51.3 g, 200 mmol) in DCM (750 mL) at 0° C. was added nitric acid (68%, 21 mL, 300 mmol) dropwise over 20 minutes, followed by sulfuric acid (98%, 16.3 mL, 300 mmol) over 40 minutes. Additional nitric acid (14.3 mL, 200 mmol) was added dropwise for another 20 minutes. The reaction mixture was then washed with water until the pH was 7˜8, dried over Na2SO4, and concentrated in vacuo. The residue was recrystallized from ethanol (850 mL) to give the title compound as a light yellow solid (40 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133162B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8888128a5f0246ba83558a66ce69fb3c |
| Source note | uspto-grants-2015_09 |