Bouveault–Blanc reduction

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Bouveault-Blanc reduction
Named after Louis Bouveault
Gustave Louis Blanc
Reaction type Organic redox reaction
Identifiers
Organic Chemistry Portal bouveault-blanc-reduction
RSC ontology ID RXNO:0000119

The Bouveault–Blanc reduction is a chemical reaction in which an ester is reduced to primary alcohols using absolute ethanol and sodium metal.[1][2][3][4]

The Bouveault-Blanc reduction

This reaction is an inexpensive and large-scale alternative to lithium aluminium hydride reduction of esters.

Reaction mechanism[edit]

Sodium metal is a single-electron reducing agent, meaning the sodium metal will transfer electrons one at a time. Four sodium atoms are required to fully reduce each ester to alcohols. Ethanol serves as a proton source.

The mechanism of the Bouveault-Blanc reduction

See also[edit]

References[edit]

  1. ^ Bouveault, L.; Blanc, G. (1903). "Préparation des alcools primaires au moyen des acides correspondants" [Preparation of primary alcohols by means of the corresponding acids]. Compt. Rend. 136: 1676–1678. 
  2. ^ Bouveault, L.; Blanc, G. (1903). "Préparation des alcools primaires au moyen des acides correspondants" [Preparation of primary alcohols by means of the corresponding acids]. Compt. Rend. 137: 60–62. 
  3. ^ Bouveault, L.; Blanc, G. (1904). "Transformation des acides monobasiques saturés dans les alcools primaires correspondants" [Transforming saturated monobasic acids into the corresponding primary alcohols]. Bull. Soc. Chim. France. 31: 666–672. 
  4. ^ Adkins, H.; Gillespie, R. H. (1955). "Oleyl alcohol". Org. Synth.  ; Coll. Vol., 3, p. 671 

External links[edit]