HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Benzene, 2-(bromomethyl)-1-methoxy-3-nitro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-Methyl-3-nitroanisole | HCID 78554 | — |
| Catalyst | Benzoyl Peroxide | HCID 7187 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Benzene, 2-(bromomethyl)-1-methoxy-3-nitro- | HCID 186047 | 86.7% |
Reaction Steps
N-bromosuccinimide (590 mg, 3.30 mmol) was added to a solution of 1-methoxy-2-methyl-3-nitro-benzene (500 mg, 3.0 mmol) in carbon tetrachloride (5 mL) followed by a catalytic amount of dibenzoyl peroxide (25 mg). The reaction mixture was heated at reflux for 3 h then cooled to room temperature and poured into water. The organic phase was separated, washed with water (2×20 mL), dried over the anhydrous sodium sulfate and concentrated in vacuo to afford 2-bromomethyl-1-methoxy-3-nitro-benzene (640 mg, 86%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524705B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-61bbfe6c54e247c7b60bf5269a8079ba |
| Source note | uspto-grants-2013_09 |