Borane;tetrahydrofuran → HCID 24826940, compound

Into a 500-mL round-bottom flask, was placed a solution of N-(2-chloroethyl)-2,2,2-trifluoroacetamide (17.6 g, 100.26 mmol, 1.00 equiv) in tetrahydrofuran (50 mL). This was followed by the addition of BH3.THF (200 mL) dropwise with stirring. The resulting solution was heated to reflux overnight in an oil bath. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 200 mL of H2O. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 15 g (crude) of (2-chloroethyl)(2,2,2-trifluoroethyl)amine as yellow oil. (ES, m/z): 163 [M+H]+

1. customInto a 500-mL round-bottom flask, was placed
2. temperatureThe resulting solution was heated
3. temperatureto reflux overnight in an oil bath
4. concentrationThe resulting mixture was concentrated under vacuum
5. additionThe resulting solution was diluted with 200 mL of H2O
6. extractionThe resulting solution was extracted with 3×100 mL of ethyl acetate
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated under vacuum
9. customThis resulted in 15 g (crude) of (2-chloroethyl)(2,2,2-trifluoroethyl)amine as yellow oil

ORD record

ord-1b6e89da98cf4847bca12c3681be0ae7

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09447084B2