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16
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0343004523
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-1 at pH 10.0 and pKa = 7.8
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-1 at pH 10.0 and pKa = 7.8
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17
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0041355457
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0343485989
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23
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0342570174
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note
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A 25 mL round bottom flask with a magnetic stir bar was flame dried. Paraformaldehyde (1.2g, 13.3 mmol) (equiv to 40 mmol of formaldehyde) in absolute ethanol (10 mL) and KOH (100 mg) were added. The solids were dissolved by warming the flask (40-45 °C). The appropriate amine (40 mmol) was added dropwise to the reaction while cooling with an ice bath. The reaction was stirred for 1 h and was diluted with absolute ethanol (30 mL) to make a 1 mM stock solution of the Mannich reagent (5a-e).
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24
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0343440100
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note
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2 for 3 h. After cooling to 0 °C, the precipitated solid was filtered off and washed with cold ethanol (5 × 10 mL). The product was recrystallized from boiling ethanol. All compounds gave satisfactory elemental analysis, NMR and MS.
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25
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0343004521
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note
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21
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