Dimethyl malonate → HCID 66986518, compound

30 mL of anhydrous dimethyl sulfoxide was added to 0.98 g of sodium hydride defatted with hexane, and to the resulting solution, 2.98 g of dimethyl malonate was gradually added at room temperature while stirring. After completion of the dropwise addition, the resulting mixture was stirred at 100° C. for 1 hour. This mixture was cooled to room temperature, and 3 g (14 mmol) of ethyl 4-fluoro-3-nitrobenzoate was added thereto, and the resulting mixture was stirred at room temperature for 30 minutes and then further stirred at 100° C. for 1 hour. After the reaction mixture was cooled, saturated ammonium chloride was added thereto, and the resulting mixture was subjected to extraction with ethyl acetate. The obtained ethyl acetate layer was washed sequentially with saturated brine and water, dried over anhydrous sodium sulfate and then evaporated to dryness under reduced pressure, whereby ethyl 4-(di(methoxycarbonyl)methyl)-3-nitrobenzoate was obtained.

1. additionAfter completion of the dropwise addition
2. stirringthe resulting mixture was stirred at 100° C. for 1 hour
3. stirringthe resulting mixture was stirred at room temperature for 30 minutes
4. stirringfurther stirred at 100° C. for 1 hour
5. temperatureAfter the reaction mixture was cooled
6. extractionthe resulting mixture was subjected to extraction with ethyl acetate
7. washThe obtained ethyl acetate layer was washed sequentially with saturated brine and water
8. dry with materialdried over anhydrous sodium sulfate
9. customevaporated to dryness under reduced pressure

ORD record

ord-993e6cd21ad849dfb176144efecebc89

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08053461B2