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Draw a mechanism for the last step of the Gabriel

Chapter 23, Problem 23.6

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QUESTION:

Draw a mechanism for the last step of the Gabriel synthesis, performed under basic conditions. N O O R RNH2 COO COO NaOH @ @ +

Questions & Answers

QUESTION:

Draw a mechanism for the last step of the Gabriel synthesis, performed under basic conditions. N O O R RNH2 COO COO NaOH @ @ +

ANSWER:

Step 1 of 6

Mechanism:

Hydroxide ion reacts with carbonyl carbon of amide to form an unstable tetrahedral intermediate.

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