HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-Nitro-4-phenylmethoxyanisole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Benzyloxy)-2-nitrophenol | HCID 4606634 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-Nitro-4-phenylmethoxyanisole | HCID 15676976 | — |
Reaction Steps
2-Nitro-4-phenylmethoxy-phenol is methylated by contacting it with a slight molar excess of potassium carbonate and a large molar excess of methyl iodide and tetrabutylammonium bromide (TBAB) in an inert solvent (such as acetone) and refluxed for 8 to 15 hours, preferably 12 hours. After cooling, filtration and evaporation of the solvent, the residue is purified by conventional means to give 2-nitro-4-phenylmethoxyanisole, which in turn is hydrogenated to give the corresponding aniline of Formula 12.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05082847 |
| Source dataset | uspto-grants-1992_01 |
| ORD ID | ord-6bb8a2e7afc94a3ca05ade756e581829 |
| Source note | uspto-grants-1992_01 |