ChemicalBook CAS DataBase List 2-Iodobenzyl bromide

2-Iodobenzyl bromide synthesis

10synthesis methods

Product Name:2-Iodobenzyl bromide
CAS Number:40400-13-3
Molecular formula:C7H6BrI
Molecular Weight:296.93

615-37-2 Synthesis

615-37-2
293 suppliers
$5.00/5g

40400-13-3
173 suppliers
$21.00/1G

Yield:40400-13-3 69%

Reaction Conditions:

with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in tetrachloromethaneReflux;

Steps:

1-(bromomethyl)-2-iodobenzene
A mixture of l-iodo-2-methylbenzene (0.5 g, 2.3 mmol), N-bromosuccinimide (0.7 g, 3.7 mmol) and 2,2'-azobisisobutyronitrile (0.02 g, 0.1 mmol) in tetrachloromethane (10 mL) was heated at reflux until the reaction was completed (tic control). After cooled down to the ambient temperature the reaction mixture was quenched with water and water layer was extracted with dichloromethane. Combined organic phases were washed with sodium hydrocarbonate, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel; hexane/ethyl acetate 9: 1) to give l-(bromomethyl)-2-iodobenzene (0.5 g) as yellowish oil; yield 69%.

References:

SELVITA S.A.;RZYMSKI, Tomasz;MILIK, Mariusz;BRZOZKA, Krzysztof;FABRITIUS, Charles-Henry;KUCWAJ-BRYSZ, Katarzyna;KULESZA, Urszula;WINCZA, Ewelina;DREAS, Agnieszka;GALEZOWSKI, Michal WO2017/68064, 2017, A1 Location in patent:Page/Page column 188; 189

FullText

5159-41-1 Synthesis