ChemicalBook CAS DataBase List 2-CHLORO-5-METHOXYBENZOIC ACID

2-CHLORO-5-METHOXYBENZOIC ACID synthesis

13synthesis methods

Product Name:2-CHLORO-5-METHOXYBENZOIC ACID
CAS Number:6280-89-3
Molecular formula:C8H7ClO3
Molecular Weight:186.59

56961-30-9
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$18.00/1g

74-88-4
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6280-89-3
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$7.00/250mg

Yield: 65%

Reaction Conditions:

with sodium hydride in DMF (N,N-dimethyl-formamide) for 16 h;

Steps:

59.A Step A.; Preparation of 2-chloro-4-methoxybenzoic acid
To a solution of 2-chloro-4-hydroxybenzoic acid hydrate (2.0 g, 12 mmol), iodomethane (2.9 mL, 46 mmol) and N,N-dimethylformamide (50 mL) was added sodium hydride (1.9 g, 46 mmol; 60% dispersion in mineral oil) in one portion. After stirring the mixture vigorously for 16 h, the reaction was quenched with water and washed with ethyl acetate. The aqueous layer was then acidified with aqueous hydrogen chloride (6N) to give a white precipitate. The mixture was filtered, washed with water, and the filter cake was dried in a vacuum oven to give the desired acid as an off-white solid (1.4 g, 65%). MS (ESI) 187.1, 189.1 (M+H)

References:

Wacker, Dean A.;Zhao, Guohua;Kwon, Chet;Varnes, Jeffrey G.;Stein, Philip D. US2005/80074, 2005, A1 Location in patent:Page/Page column 33-34

54810-63-8 Synthesis