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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399473Generated: October 25, 2026

Azobisisobutyronitrile → Methyl 2-(2-chloro-4-bromomethylphenoxy)-2-phenylacetate

https://huagongshe.com/reaction/2399473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-(2-chloro-4-methylphenoxy)-2-phenylacetateHCID 19385673—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 2-(2-chloro-4-bromomethylphenoxy)-2-phenylacetateHCID 1938560434%

Reaction Steps

To a solution of 1.70 g (5.86 mmol) of the product from Step A dissolved in 20 mL of CCl4 was added 1.04 g (5.86 mmol) of N-bromosuccinimide and 50 mg (catalytic amount) of AIBN. The reaction mixture was stirred and heated at reflux for 7 hours, then an additional 0.20 g of NBS was added. The reaction was refluxed for 48 hours, then cooled and concentrated in vacuo. The residue was purified on a silica flash chromatography column eluted with 10% ethyl acetate/hexane to afford 0.730 g (34%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05449682
Source datasetuspto-grants-1995_09
ORD IDord-efbc19cc55a948b0ab00107084730a48
Source noteuspto-grants-1995_09