Sulfuric Acid → 3-Isobutylcyclobutanecarbaldehyde

Participants

Reaction Conditions

Reaction Steps

To a solution of N-methoxy-N-methyl-3-isobutylcyclobutanecarboxamide (77 g) in methylene chloride (235 mL) was added dropwise diisobutylaluminum hydride (1.0 M in methylene chloride) (473.2 mL) at −78° C. The mixture was stirred at −78° C. for 2 hr. After an addition of 1.5 M sulfuric acid (630 mL) at ice temperature, the mixture was extracted with methylene chloride. The combined organic layer was washed with 1.5 M sulfuric acid, water and brine, then dried over magnesium sulfate. The magnesium sulfate was filtered off and the filtrate comprising the title compound was used in the next step.

Provenance & Evidence