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Named reactions

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Search synthesis

Birch Reduction

Birch Reduction

Mechanism of the Birch Reduction

Reference

Original reference J. Chem. Soc. 1944, 430.
Wikipedia link
Organic chemistry portal link


Sample reactions

This reaction is from the synthesis of Dodecahedrane by Leo A. Paquette. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, THF, EtOH
Reflux, 60 min
90 %
Product structure

This reaction is from the synthesis of Alkaloid 251F by Jeffrey Aubé. Show me the full synthesis.

Reactant structure
Na
Reaction arrow head
NH3, THF, EtOH
-78 °C, 10 min
54 %
Product structure

This reaction is from the synthesis of Zaragozic Acid C by David A. Evans. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, THF
-60 °C
100 %
Product structure

This reaction is from the synthesis of Taxol by Teruaki Mukaiyama. Show me the full synthesis.

Reactant structure
Na
Reaction arrow head
NH3, THF
-78 to -45 °C, 2 h
100 %
Product structure

This reaction is from the synthesis of Cyanocobalamin by Robert B. Woodward. Show me the full synthesis.

Reactant structure
Li, NH3
Reaction arrow head
THF, THF
Product structure

This reaction is from the synthesis of Morphine by Catherine Guillou. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, t-BuOH
-78 °C, 6 h
97 %
Product structure

This reaction is from the synthesis of Morphine by Kathlyn A. Parker. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, t-BuOH
-68 °C
97 %
Product structure

This reaction is from the synthesis of Kinamycin F by Seth B. Herzon. Show me the full synthesis.

Reactant structure
Na
Reaction arrow head
NH3, t-BuOH, THF
-78 to -33 °C, 45 min
100 %
Product structure

This reaction is from the synthesis of Julifloridine by André B. Charette. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, THF, EtOH
-33 °C, 3.5 h
83 %
Product structure

This reaction is from the synthesis of Longifolene by Arthur G. Schultz. Show me the full synthesis.

Reactant structure + Reactant structure
K
Reaction arrow head
NH3, THF, t-BuOH
-78 °C
98 %
Product structure

This reaction is from the synthesis of Nominine by David Y. Gin. Show me the full synthesis.

Reactant structure
Na
Reaction arrow head
NH3, i-PrOH, THF
-78 °C, 4 h
97 %
Product structure

This reaction is from the synthesis of Asteltoxin by Stuart L. Schreiber. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, Et2O
98 %
Product structure

This reaction is from the synthesis of Morphine by Kenner C. Rice. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, THF, t-BuOH
-75 to -55 °C, 5.5 h
90 %
Product structure

This reaction is from the synthesis of Strychnine by Tohru Fukuyama. Show me the full synthesis.

Reactant structure
Na
Reaction arrow head
NH3, EtOH
-78 °C
Product structure

This reaction is from the synthesis of Thiarubrine B by Eric Block. Show me the full synthesis.

Reactant structure
Reagent structureLi, AcCl
Reaction arrow head
THF
-85 °C to RT, 8 h
Product structure

This reaction is from the synthesis of Alkaloid GB 13 by Lewis N. Mander. Show me the full synthesis.

Reactant structure + Reactant structure
Li
Reaction arrow head
THF, NH3
-33 °C, 2.5 h
75 %
Product structure

This reaction is from the synthesis of Alkaloid GB 13 by Lewis N. Mander. Show me the full synthesis.

Reactant structure
Li
Reaction arrow head
NH3, THF, EtOH
-78 to -33 °C
Product structure
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