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ChemicalBook CAS DataBase List ethyl 2-(bromomethyl)-3,6-dichlorobenzoate

ethyl 2-(bromomethyl)-3,6-dichlorobenzoate synthesis

3synthesis methods
ethyl 3,6-dichloro-2-methylbenzoate

1616289-30-5
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ethyl 2-(bromomethyl)-3,6-dichlorobenzoate

1616289-31-6
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Yield:1616289-31-6 160 g

Reaction Conditions:

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

Steps:

253

A solution of 3,6-dichloro-2-methylbenzoate (253b, 120 g, 0.52 mol) and N-bromosuccinimide (147 g, 0.82 mol) in chloroform (1 L) was treated with azobisisobutyronitrile (25.3 g, 0.15 mol) and the mixture refluxed overnight.
After cooling to room temperature, the mixture was diluted with dichloromethane (800 mL) and washed with water (1.2 L).
The aqueous layer was extracted with dichloromethane (800 mL).
The combined organic extracts were washed with saturated aqueous sodium chloride solution (1.5 L), dried over sodium sulfate, and concentrated in vacuo to give ethyl 2-(bromomethyl)-3,6-dichlorobenzoate (253c, 160 g, 100% yield) which was used without further purification.

References:

US2014/179667,2014,A1 Location in patent:Paragraph 0857; 0859