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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968872Generated: October 30, 2026

Azobisisobutyronitrile → tert-Butyl 3-(bromomethyl)benzoate

https://huagongshe.com/reaction/968872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantTert-butyl 3-methylbenzoateHCID 236097—
SolventCarbon TetrachlorideHCID 5943—
Producttert-Butyl 3-(bromomethyl)benzoateHCID 14591193—

Reaction Steps

The crude 3-methyl-benzoic acid tert-butyl ester was reacted with NBS (0.31 g, 1.726 mmol), AIBN (0.28 g, 1.726 mmol) in CCl4 (30 mL) according to the procedure for the preparation of compound 55 in example 1. After separation by chromatography eluted with CHCl3—MeOH (50:1), a mixture of two products was obtained. One of them was the product (61% pure) with MS (ESI) 272.76 (M+H+). This mixture was not further separated and directly used in the next step reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07304085B2
Source datasetuspto-grants-2007_12
ORD IDord-fe013c1478f84f05bd881be7c56902df
Source noteuspto-grants-2007_12