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Chapter 20: Q70P (page 1038)

Show a complete mechanism for this reaction.

Short Answer

Expert verified

All steps involved in the mechanism for the synthesis of the given product is shown as below.

(a) Protonation of the carbonyl oxygen takes place at first.

(b) The lone pair on nitrogen attacks the carbonyl carbon and as a result of it, a cyclopentane ring is created.

(c) A chloride anion from HCI attacks the hydrogen present on the nitrogen.

(d) Protonation of the hydroxy (OH-) group takes place

(e) Removal of water (H2O) molecule.

(f) Addition of methanol (CH3OH)

(g) Lastly, water(H2O) molecule is added again to get the desired product.

Step by step solution

01

Mechanism

All steps involved in the mechanism for the synthesis of the given product is shown as below.

(a) Protonation of the carbonyl oxygen takes place at first.

(b) The lone pair on nitrogen attacks the carbonyl carbon and as a result of it, a cyclopentane ring is created.

(c) A chloride anion from HCI attacks the hydrogen present on the nitrogen.

(d) Protonation of the hydroxy (OH-) group takes place

(e) Removal of water (H2O) molecule.

(f) Addition of methanol (CH3OH)

(g) Lastly, water(H2O) molecule is added again to get the desired product.

02

Mechanistic pathway

The complete mechanism for the reaction

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