反应详情

温度

-30 °C

Add lithium aluminum hydride (4.4 mL, 1 M in tetrahydrofuran) dropwise to a solution of N-[methyl]-N-[methoxy]-3-(isobutylamino)-4-nitrobenzamide (1.18 g, 4.2 mmol) in 20 mL of dry tetrahydrofuran at −78° C. Warm the mixture to −30° C. over 2 hours, and then to 0° C. over 30 minutes. Cool to −70° C. and carefully quench with 30 mL 5% aqueous potassium hydrogensulfate, warm to 0° C., and dilute with ethyl acetate. Separate the phases, dry the organic phase over magnesium sulfate and concentrate under reduced pressure to provide the desired benzaldehyde (70%).

1. temperatureCool to −70° C.
2. customcarefully quench with 30 mL 5% aqueous potassium hydrogensulfate
3. temperaturewarm to 0° C.
4. additiondilute with ethyl acetate
5. customSeparate the phases
6. dry with materialdry the organic phase over magnesium sulfate
7. concentrationconcentrate under reduced pressure