Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoanisole | HCID 11358 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Bromo-3-methoxyaniline | HCID 7018254 | 99.2% |
Reaction Steps
A suspension of iron powder (40.8 g, 0.730 mol), ammonium chloride (64.7 g, 1.21 mol) and 2-bromoanisole (50 g, 0.215 mol) in water (1.5 L) and MeOH (1 L) was stirred overnight at 75° C. The solid was filtered off and the liquid was diluted with ethyl acetate, washed with brine, dried over sodium sulfate, filtered and the solvents were evaporated under vacuum. 43.1 g of the title compound were obtained. Brown solid, ISP-MS: m/e=203.1 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07166589B2 |
|---|
| Source dataset | uspto-grants-2007_01 |
|---|
| ORD ID | ord-613ce4b08100470099fa2683138ea542 |
|---|
| Source note | uspto-grants-2007_01 |
|---|
