Water → 1-Chloro-4-methoxy-2-methyl-5-nitrobenzene

温度

0 °C

To a suspension of sodium hydride (1.2 mmol) in DMF (6 mL), 4-chloro 3-methyl 6-nitrophenol (1.0 mmol) was added at 0° C. The reaction mixture was stirred at 0° C. for 15 minute then methyliodide was added at 0° C. and the mixture was stirred for 4 hours at room temperature. Water (60 mL) was added and the mixture extracted with EtOAc (3×50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by column chromatography on silica using 5-8% EtOAc in hexane to give the title compound (87%) as a solid.

1. additionwas added at 0° C
2. stirringthe mixture was stirred for 4 hours at room temperature
3. extractionthe mixture extracted with EtOAc (3×50 mL)
4. washThe combined organic extracts were washed with water (50 mL), brine (50 mL)
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography on silica using 5-8% EtOAc in hexane

ORDレコード

ord-b4f56fc062134a22a5749301d7d96acf

出典データセット

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08716287B2