Dimethylformamide dimethyl acetal → 4,5-Dichloro-2-nitrobenzaldehyde

温度

140 °C

A mixture of 1,2-dichloro-4-methyl-5-nitrobenzene (2 g, 9.71 mmol) and DMF-DMA (3 g, 25.2 mmol) in DMF (50 mL) was stirred at 140° C. for 14 h. The dark solution was cooled to 0° C., and then added to a solution of NaIO4 (10.8 g, 50.5 mmol) in DMF/water (1:4, 25 mL) at 0° C. After stirring at room temperature for 8 h, the mixture was filtered and the cake was rinsed with ethyl acetate. The filtrate was diluted with ethyl acetate and washed with brine. The organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate/petroleum ether=1:20) to afford the desire product (480 mg, 23% yield, 2 steps)

1. temperatureThe dark solution was cooled to 0° C.
2. stirringAfter stirring at room temperature for 8 h
3. filtrationthe mixture was filtered
4. washthe cake was rinsed with ethyl acetate
5. additionThe filtrate was diluted with ethyl acetate
6. washwashed with brine
7. dry with materialThe organic layer was dried over Na2SO4
8. concentrationconcentrated in vacuo
9. customThe residue was purified by column chromatography on silica gel (ethyl acetate/petroleum ether=1:20)
10. customto afford the desire product (480 mg, 23% yield, 2 steps)

ORDレコード

ord-c85219a211bf4061b3482a5730b3391b

出典データセット

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09227978B2