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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851877Generated: November 1, 2026

Azobisisobutyronitrile → tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate

https://huagongshe.com/reaction/1851877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantTert-butyl 4'-methylbiphenyl-2-carboxylateHCID 9838270—
SolventCarbon TetrachlorideHCID 5943—
Producttert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylateHCID 9906257—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a 500 mL round-bottom flask was added tert-butyl 4′-methylbiphenyl-2-carboxylate (7.04 g, 26.23 mmol), NBS (5.14 g, 28.85 mmol), AIBN (0.43 g, 2.62 mmol) and CCl4 (200 mL). The reaction mixture was refluxed for 2 h at 100° C. The completion of the reaction was monitored by analytical HPLC. The reaction mixture was allowed to cool to room temperature and filtered. The filtrate was concentrated to obtain the crude product which was purified by flash chromatography (AcOEt/Hexane 0→30%) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957093B2
Source datasetuspto-grants-2015_02
ORD IDord-d162cbf3f5e64d40853e3f45791afc61
Source noteuspto-grants-2015_02