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DIBAL Reduction (Ester → Aldehyde)

DIBAL Reduction (Ester → Aldehyde) (Reduction.) Converts CC(=O)OC to CC=O using DIBAL-H (diisobutylaluminum hydride). Conditions: -78°C, 1 equivalent.

Reduction

Reaction details

Name

DIBAL Reduction (Ester → Aldehyde)

Type

Reduction

Starting Material

CC(=O)OC

Product

CC=O

Reagents
  • DIBAL-H (diisobutylaluminum hydride)

Conditions

-78°C, 1 equivalent

Mechanism
  1. Smiles

    CC(=O)OC

    Description

    Methyl acetate

  2. Smiles

    CC=O

    Description

    Aldehyde (stopped at one reduction)

Tips
  1. Partial reduction of ester to aldehyde

  2. Temperature control critical (-78°C)

  3. With excess DIBAL or warmer: goes to alcohol

Related Reactions
  • lialh4-reduction

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