Carboxylic Acids and their Derivatives 1 Question 13

14. How will you bring about the following conversion? “Ethanal to 2-hydroxy-3-butenoic acid.,”

$(1990,2 \mathrm{M})$

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Solution:

  1. $\mathrm{CH}{3} \mathrm{CHO}+\mathrm{HCHO} \xrightarrow{\mathrm{NaOH}} \mathrm{H}-\underset{\mathrm{H}}{\stackrel{\mathrm{O}}{\mid}} \stackrel{\mathrm{CH}}{\text { Aldol }}-\mathrm{CH}{2}-\mathrm{CHO} \xrightarrow{\Delta}$

$\mathrm{CH}{2}=\mathrm{CH}-\stackrel{\mathrm{O}}{\mathrm{CH}}-\mathrm{CN} \xrightarrow[\mathrm{H}{2} \mathrm{O}]{\stackrel{\mathrm{H}^{+}}{\longrightarrow}} \mathrm{CH}_{2}=\mathrm{CH}-\stackrel{\stackrel{\mathrm{O}}{\mathrm{C}} \mathrm{H}}{\mathrm{H}}-\mathrm{COOH}$