UPSC Combined Geo-Scientist, Mains · 2018 · Mains Paper III
Q7(e). Bucherer amination
Question
Propose a mechanism for 1-naphthol + benzylamine/NaHSO₃ giving 1-(benzylamino)naphthalene.
Answer in brief
The Bucherer reaction replaces naphtholic OH by NHCH₂Ph through reversible bisulfite-assisted dearomatisation and imine formation.
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CoversBucherer aminationNaphthol chemistry
All parts of Question 7
- 7(a) Epoxidation reactivity5 marks
- 7(b) Substituted aniline basicity5 marks
- 7(c)(i) Dakin oxidation5 marks
- 7(c)(ii) Successive Claisen rearrangements5 marks
- 7(d) Unsymmetrical benzil synthesis5 marks
- 7(e) Bucherer amination5 marks