Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918393Generated: November 2, 2026

Anisole → 4-Bromoanisole

https://huagongshe.com/reaction/1918393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
ReactantN-bromobutanimideHCID 67184—
CatalystZirconium chloride (ZrCl4), (T-4)-HCID 9856075—
Product4-BromoanisoleHCID 773098%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618320B2
Source datasetuspto-grants-2013_12
ORD IDord-934cb820085e430590ab2c02b2e97f1d
Source noteuspto-grants-2013_12