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ChemicalBook CAS DataBase List METHYL 5-CHLORO-2-IODOBENZOATE

METHYL 5-CHLORO-2-IODOBENZOATE synthesis

2synthesis methods
-

Yield:289039-82-3 98%

Reaction Conditions:

with sodium hydrogencarbonate in N,N-dimethyl-formamide at 20; for 24 h;

Steps:

1 Methyl 5-chloro-2-iodobenzoate.

To a round bottom flask was added NaHCO3 (22.3 g, 266 mmol), 5-chloro-2-iodobenzoic acid (25.0 g, 89.0 mmol), DMF (88 mL), and Mel (11.1 mL, 177 mmol) and the reaction was stirred at room temperature. After 24 h, the reaction was partitioned between water and EtOAc. The aqueous phase was extracted with EtOAc (2x). The combined organic extracts were washed with water (3x), brine, dried over Na2SO4, and concentrated. The crude residue was purified via Biotage to afford methyl 5-chloro-2-iodobenzoate (25.8 g, 87.0 mmol, 98% yield). LC/MS m/z 297 [M+H]+

References:

WO2013/184876,2013,A1 Location in patent:Paragraph 00144; 00151; 00152

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