Reaktion #312364

Reaktionsgleichung

methanol

dimethyl 3-methoxyisophthalic acid

diisobutyl-aluminum hydride

→

3-methoxyisophthalaldehydic acid methyl ester

Lösungsmittel

n-hexane

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a -78° C. to -100° C.
2. 2
   workup.ADDITIONthe addition
3. 3
   workup.STIRRINGis stirred until a filterable precipitate forms
4. 4
   FiltrationThe reaction mixture is filtered
5. 5
   Sonstigethe filtrate evaporated
6. 6
   workup.DISTILLATIONThe residue is purified by vacuum distillation

Vorschrift

To a -78° C. to -100° C. solution of 1.0 mole of dimethyl 3-methoxyisophthalic acid in 5 liters of toluene is slowly added 1.0 mole of diisobutyl-aluminum hydride as a 1 M solution in n-hexane (reaction t≤-78° C.). The reaction mixture is stirred for 3 hours following the addition and is then quenched by the addition of 10 moles of anhydrous methanol. The reaction mixture is allowed to warm to room temperature and is stirred until a filterable precipitate forms. The reaction mixture is filtered and the filtrate evaporated. The residue is purified by vacuum distillation to yield 3-methoxyisophthalaldehydic acid methyl ester.

Quelle