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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446893Generated: October 30, 2026

o-tert-Butyltoluene → 1-(Bromomethyl)-2-(tert-butyl)benzene

https://huagongshe.com/reaction/446893

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-tert-ButyltolueneHCID 33712—
ReactantN-bromobutanimideHCID 67184—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
Product1-(Bromomethyl)-2-(tert-butyl)benzeneHCID 21921358104.2%

Reaction Steps

To 1-tert-butyl-2-methyl-benzene (940 mg, 6.34 mmol), NBS (1.24 g, 1.1 eq) and AIBN (20 mg, catalytic amount) was added CCl4 (12 mL), which was then refluxed for 1 h. The suspended particles were removed by filtration, and washed with CCl4. The organic layers were combined and concentrated under reduced pressure to give 1.5 g of a yellow liquid in a stoichiometric yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481537B2
Source datasetuspto-grants-2013_07
ORD IDord-223a293f774e4a2ab4322c0346a6fa22
Source noteuspto-grants-2013_07