N-Methylethylenediamine → 2,2,2-trifluoro-N-[2-(methylamino)ethyl]acetamide

N-Methyl ethylenediamine (15 g, 202.3 mmol) was added dropwise to a stirred solution of ethyl trifluoroacetate (28.7 g, 204.34 mmol) in dry Et2O (50 mL) at 0° C. The resulting solution was stirred at room temperature for 2 hours. Hexane (75 mL) was added and the solution was left at −20° C. for 16 hours to produce a white precipitate which was removed by filtration, washed with Et2O (100 mL) and dried in vacuo for 3 hours to afford the title compound (29.4 g, 85%). 1H NMR (300 MHz, CDCl3) δ 3.42 (t, J=5.8 Hz, 2H), 2.80 (t, J=5.9 Hz, 2H), 2.43 (s, 3H); mass spectrum (API-TIS) 171 (M+H).

1. waitthe solution was left at −20° C. for 16 hours
2. customto produce a white precipitate which
3. customwas removed by filtration
4. washwashed with Et2O (100 mL)
5. customdried in vacuo for 3 hours

ORD record

ord-74c2128fe0a24753ba81457811447c71

Source dataset

uspto-grants-2001_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06297260B1