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  • Direct synthesis of α-bromoketones from alkylarenes by aerobic visible light photooxidation.

Direct synthesis of α-bromoketones from alkylarenes by aerobic visible light photooxidation.

Organic & biomolecular chemistry (2010-08-27)
Norihiro Tada, Kazunori Ban, Shin-Ichi Hirashima, Tsuyoshi Miura, Akichika Itoh
ABSTRACT

The direct synthesis of α-bromoketones from alkylarenes by aerobic photooxidation with hydrobromic acid is reported. The key success for this direct oxidative reaction is due to control of bromination with acetic acid and ethanol, which are generated in situ by solvolysis of ethyl acetate in the course of the reaction.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Hydrogen bromide, ReagentPlus®, ≥99%
Sigma-Aldrich
2-Bromo-4′-cyanoacetophenone, 96%
Sigma-Aldrich
Hydrobromic acid, reagent grade, 48%
Sigma-Aldrich
Hydrobromic acid, ACS reagent, 48%
Sigma-Aldrich
Hydrobromic acid, 48 wt. % in H2O, ≥99.99%