Water → phenyl N-(2,4-difluorophenyl)carbamate

After dissolving 2,4-difluoroaniline (10 ml, 98.21 mmol) intetrahydrofuran (200 ml), pyridine (8.7 ml, 108.33 mmol) was added at room temperature and the mixture was stirred. It was then cooled on ice, phenyl chloroformate (13.6 ml, 108.33 mmol) was added dropwise over 15 minutes, and the mixture was then stirred at room temperature for 24 hours. Water was added to the reaction solution, extraction was performed with ethyl acetate and tetrahydrofuran, the extract was washed with saturated brine and dried over anhydrous magnesium sulfate, and the filtrate was distilled off under reduced pressure. The obtained crystals were suspended in ethanol and diluted with hexane, and then the crystals were filtered out, washed with hexane and dried by aspiration to obtain the title compound (21.00 g, 84.26 mmol, 85.80%) as light violet crystals.

1. additionwas added at room temperature
2. additionwas added dropwise over 15 minutes
3. stirringthe mixture was then stirred at room temperature for 24 hours
4. washthe extract was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. distillationthe filtrate was distilled off under reduced pressure
7. additiondiluted with hexane
8. filtrationthe crystals were filtered out
9. washwashed with hexane
10. customdried by aspiration

ORD record

ord-5321c0ea043d4bb98715f547a44780d3

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07253286B2