Dimethyl malonate → Dimethyl-3-nitrobiphenyl-4-malonate

Dimethyl malonate (10 mL) in 25 mL of dimethylsulfoxide was added dropwise to 3.5 g sodium hydride suspended in 25 mL dimethylsulfoxide and the mixture heated at 100° C. for 10 minutes. The mixture was cooled to room temperature and 4.7 g of 4-fluoro-3-nitrobiphenyl in 25 mL dimethylsulfoxide was added. The mixture was heated at 100° C. for 2 hours, cooled and quenched with 300 mL of saturated ammonium chloride solution. The mixture was extracted three times with ethyl acetate and the combined organic layers washed with water and brine and evaporated to give, as a yellow oil, crude dimethyl-3-nitrobiphenyl-4-malonate.

1. temperatureThe mixture was cooled to room temperature
2. temperatureThe mixture was heated at 100° C. for 2 hours
3. temperaturecooled
4. customquenched with 300 mL of saturated ammonium chloride solution
5. extractionThe mixture was extracted three times with ethyl acetate
6. washthe combined organic layers washed with water and brine
7. customevaporated

ORD record

ord-a060504d193f467db215cf91a13afa3f

Source dataset

uspto-grants-2005_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06855730B2