Bouveault–Blanc reduction

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]

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

Reaction mechanism

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.

See also

References

  1. ^ Bouveault, L.; Blanc, G. (1903). Compt. Rend. 136: 1676. 
  2. ^ Bouveault, L.; Blanc, G. (1904). Bull. Soc. Chim. France 31: 666. 
  3. ^ Adkins, H.; Gillespie, R. H. (1955), "Oleyl alcohol", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv3p0671 ; Coll. Vol. 3: 671