Water → HCID 19008600, compound

Temperature

70 °C

To a suspension of 60% sodium hydride (0.4 g) in DMF (5 ml) was dropwise added, under ice-cooling, a DMF (5 ml) solution of 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrophenol (3.3 g), and the mixture was stirred for 10 minutes. To the solution was added diethyl bromomalonate (2.1 ml), and the mixture stirred at 70° C. for 30 minutes. Then, to the reaction mixture was added water (10 ml), and the mixture extracted twice with ethyl acetate (20 ml). The extract was washed with water and then with saturated aqueous sodium chloride, and dried over magnesium sulfate. The solvent was evaporated under a reduced pressure, and the residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=5/1) to give 3.0 g of the title compound (colorless oil). Also, 0.7 g of the phenol derivative of the starting material was recovered.

1. additionwas dropwise added, under ice-
2. temperaturecooling
3. extractionthe mixture extracted twice with ethyl acetate (20 ml)
4. washThe extract was washed with water
5. dry with materialwith saturated aqueous sodium chloride, and dried over magnesium sulfate
6. customThe solvent was evaporated under a reduced pressure
7. customthe residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=5/1)

ORD record

ord-2061f26ed9c54b9bbc9aa039ea1f0979

Source dataset

uspto-grants-1994_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05338719