HuagongsheHuagongshe Chemistry Print Report · For research reference only
Anisole → 4-Bromoanisole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Anisole | HCID 7519 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Catalyst | Zirconium chloride (ZrCl4), (T-4)- | HCID 9856075 | — |
| Product | 4-Bromoanisole | HCID 7730 | 98% |
Reaction Steps
Bromination using NBS has been found to be applicable for use with a wide range of aromatic starting materials or substrates, as is summarized in Table 1. For example, anisole can be brominated by use of 1 equivalent of NBS in the presence of 5 mol % of ZrCl4 at −78° C. to afford p-bromoanisole in 98% yield as sole product (Table 1, Entry 1). However, in the absence of ZrCl4 the halogenation does not proceed, even at room temperature (Table 1, Entry 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618320B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-934cb820085e430590ab2c02b2e97f1d |
| Source note | uspto-grants-2013_12 |