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sodium borohydride is relatively mild reducing agent. it has a good efficacy on reducing aldehydes and ketones. its commonly-used solvents include alcohol, tetrahydrofuran, dmf, and water. it generally does not reduce an ester group, a carboxyl group, and amide. however, when combined with appropriate solvent or catalyzed by lewis acid in high temperature, it can be used for reducing weak carbonyl group such as ester.
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