Question #107853
Taking with example write the mechanism of Mannich reaction?
1
Expert's answer
2020-04-06T12:00:01-0400

CONVERSION OF HCHOHCHO

HCHO+NHR2OCH2N+HR2OHCH2NR2HCHO+NHR_2\to O^{-}CH_2-N^{+}HR_2\to OH-CH_2-NR_2

OHCH2NR2+H+CH2=N+R2+H2OOH-CH_2-NR_2+H^{+}\to CH_2=N^{+}R_2+H_2O

CH2=N+R2C+H2NR2CH_2=N^{+}R_2\to C^{+}H_2-NR_2

CONVERSION OF RCH2CROR-CH_2-CRO

RCH2CRORCH=CRO+H+R-CH_2-CRO\to R-CH=CRO^{-}+H^{+}

FINAL STEP

RCH=CRO+CH2N+R2NR2CH2CHRCROR-CH=CRO^{-}+CH_2-N^{+}R_2\to NR_2-CH_2-CHR-CRO


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