Acetic Acid → HCID 178481859, compound

Ethyl 4,4,4-trifluoroacetoacetate (92.1 g (0.5 mol)) was dissolved in 60.1 g (1.0 mol) of acetic acid. The resulting solution was cooled to 10° C. or less with stirring, and 65.8 g (0.5 mol) of an aqueous 35% methylhydrazine solution was added dropwise thereto over 1 hour. After the dropwise addition, the solution was stirred at room temperature for 1 hour and subsequently at 80° C. for 5 hours. When the reaction was completed, the reaction solution was cooled to room temperature, and 150 mL (milliliter) of toluene, 600 mL of water and 48 g (1.2 mol) of sodium hydroxide were added thereto. After liquid separation, 154 g (1.5 mol) of 35% hydrochloric acid was added dropwise to the obtained aqueous layer, and the produced crystal was collected by filtration. The crystal was washed twice with 50 mL of water and dried by a hot air drier to obtain 71.8 g (yield: 86.5%) of the title compound as a pale yellow crystal.

1. temperatureThe resulting solution was cooled to 10° C. or less
2. additionAfter the dropwise addition
3. stirringthe solution was stirred at room temperature for 1 hour and subsequently at 80° C. for 5 hours
4. additionwas added dropwise to the obtained aqueous layer
5. filtrationthe produced crystal was collected by filtration
6. washThe crystal was washed twice with 50 mL of water
7. customdried by a hot air drier

ORD record

ord-6fc8f212c5ff47d285c5be5d994579fd

Source dataset

uspto-grants-2009_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07488831B2