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ChemicalBook CAS DataBase List 7-Nitrobenzo[b]thiophene-2-carboxylic acid
90407-22-0

7-Nitrobenzo[b]thiophene-2-carboxylic acid synthesis

8synthesis methods
34084-89-4 Synthesis
Methyl 7-nitrobenzo[b]thiophene-2-carboxylate

34084-89-4
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Yield:90407-22-0 98%

Reaction Conditions:

Stage #1: 7-nitro-benzo[b]thiophene-2-carboxylic acid methyl esterwith sodium hydroxide;water in tetrahydrofuran;methanol at 20; for 2 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;methanol;water;ethyl acetate;

Steps:

1

To a suspension of 7-nitro-benzo[b]thiophene-2-carboxylic acid methyl ester (1.0 g) in THF/MeOH (40 mL/40 mL) was added 8.4 mL (2.0 eq) of 1N NaOH. The reaction was stirred at room temperature for 2 h. The solvent was removed in vacuo. The residue was diluted with H2O/EtOAc, acidified with 3N HCl and extracted with EtOAc. The organics were dried over MgSO4, filtered and concentrated to give 7-nitro-benzo[b]thiophene-2-carboxylic acid as a light yellow solid (928 mg, 98% yield).

References:

US2003/225053,2003,A1 Location in patent:Page 24