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SolutionsPreparation

1. Choose the reagents

Suggest two ways of preparing N-methylbenzamide from benzoic acid derivatives.

  1. Benzoyl chloride with excess methylamine (or with a base to trap the HCl).
  2. Methyl benzoate with methylamine (slower).

2. Beckmann rearrangement

Which amide is obtained from acetophenone oxime, C6H5C(=NOH)CH3, with the OH anti to the phenyl, on treatment with acid?

The group anti to the OH, phenyl, migrates: N-phenylacetamide (acetanilide), CH3CONHC6H5, is obtained.

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