ChemicalBook CAS DataBase List 2,4-Dibromo-1-fluorobenzene

2,4-Dibromo-1-fluorobenzene synthesis

7synthesis methods

Product Name:2,4-Dibromo-1-fluorobenzene
CAS Number:1435-53-6
Molecular formula:C6H3Br2F
Molecular Weight:253.89

146328-85-0

1435-53-6

The general procedure for synthesizing 2,4-dibromofluorobenzene from 2-fluoro-5-bromobenzoic acid is as follows: in Example 6, bromoisocyanurate was used to induce the bromination reaction of aromatic carboxylic acids. This was done as follows: a mixture of 2-fluoro-5-bromobenzoic acid (1 mmol), bromoisocyanuric acid ester, additives and solvent (10 mL) was stirred under fluorescent room light (FL) or warm white 3W LED (LL) irradiation. Upon completion of the reaction, the reaction mixture is washed with 1 M aqueous Na2SO3, dried over Na2SO4, filtered through a short pad of neutral alumina, and concentrated under vacuum to give crude 2,4-dibromofluorobenzene. The crude product can be purified by silica gel chromatography as required. The experimental results are detailed in Table 5.

146328-85-0
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1435-53-6
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$8.00/5g

Yield:1435-53-6 89%

Reaction Conditions:

with bromine;dibromoisocyanuric acid in dichloromethane at 60; for 24 h;UV-irradiation;Temperature;

Steps:

6 EXAMPLE 6
EXAMPLE 6 Bromoisocyanurate induced radical bromodecarboxylation of (0335) arenecarboxylic acids bromoisocyanurate (0336) ArCO H ArBr (0337) ² hv (0338) [00139] A mixture of arenecarboxylic acid ArC0₂H (1 mmol), bromoisocyanurate, additive and solvent (10 mL) was stirred under fluorescent room light (FL) or warm-white 3 W LED (LL) irradiation (hv). The reaction mixture washed with 1 M aq Na₂S0₃, dried over Na₂S0₄, filtered through short neutral alumina pad and concentrated in vacuo to yield crude bromoarene ArBr. Optionally, the crude bromide was purified by chromatography on silica gel. The results are presented in Table 5.

References:

TECHNION RESEARCH & DEVELOPMENT FOUNDATION LIMITED;GANDELMAN, Mark;NISNEVICH, Gennady A.;KULBITSKI, Kseniya;ARTARYAN, Alexander WO2017/60905, 2017, A1 Location in patent:Paragraph 00139; 00153

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2924-09-6 Synthesis