反应详情

温度

-15 °C

LiAlH4 (1.47 g, 0.0388 mol) was added little by little to a tetrahydrofuran (108 mL) solution of 5-bromo-2-chloro-N-methoxy-N-methylbenzamide (10.8 g, 0.0388 mol) so that the internal temperature did not exceed −10° C. The reaction mixture was stirred at −15° C. for one hour and carefully added with a saturated ammonium chloride aqueous solution and deposited insolubles were filtered off with celite. After the filtrate was extracted with ethyl acetate, the organic layer was washed with 1M hydrochloric acid, a saturated sodium bicarbonate aqueous solution, brine, and then dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the solvent was evaporated under reduced pressure to obtain 5-bromo-2-chlorobenzaldehyde (8.1 g, 95%) as a pale yellow crystal. This was used in the next reaction without purification.

1. customdid not exceed −10° C
2. filtrationwere filtered off with celite
3. extractionAfter the filtrate was extracted with ethyl acetate
4. washthe organic layer was washed with 1M hydrochloric acid
5. dry with materiala saturated sodium bicarbonate aqueous solution, brine, and then dried with anhydrous magnesium sulfate
6. filtrationAfter the desiccant was filtered off
7. customthe solvent was evaporated under reduced pressure