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With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20.0℃; for 2.0h;
Methyl-6-bromobenzo[d]thiazole-2-carboxylate (100 mg, 0.367 mmol) was dissolved in THF (3mL), MeOH (3mL), and H2O (1.5 mL). The mixture was stirred at RT for 2 h. After 2 h the solvent was removed under reduced pressure. The residue was dissolved in H20 (5 mL) and the solvent was neutralized with dropwise addition of 3 M HC1. The resulting precipitate was filtered to give 6-bromobenzo[d]thiazole-2-carboxylic acid. MS ESI calc'd. [M + H]+ 258, found 258.
With lithium hydroxide monohydrate; In tetrahydrofuran; at 15.0℃; for 15.0h;
To a solution of compound 1 (0.3 g, 1.10 mmol, 1 eq) in THF (10 mL) was added LiOH.H2O (138.79 mg, 3.31 mmol, 3 eq) stirred at 15C for 15 hrs. TLC (Petroleum ether: EtOAc = 1:1, Rf = 0) showed the starting material was consumed and new spot generated. The reaction mixture was concentrated to give compound 2 (410 mg, crude) as a white solid. The residue was used directly next step without purification.
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