Borane;tetrahydrofuran → (3-Chloropropyl)(2,2,2-trifluoroethyl)amine

Temperature

80 °C

Into a 250-mL round-bottom flask, was placed N-(3-chloropropyl)-2,2,2-trifluoroacetamide (6 g, 31.65 mmol, 1.00 equiv), tetrahydrofuran (30 mL), BH3/THF (80 mL). The resulting solution was stirred for 3 h at 80° C. 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 4×100 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 2×100 mL of brine. The mixture was dried over anhydrous sodium sulfate. This resulted in 5 g (90%) of (3-chloropropyl)(2,2,2-trifluoroethyl)amine as a light yellow liquid.

1. customInto a 250-mL round-bottom flask, was placed
2. concentrationThe resulting mixture was concentrated under vacuum
3. additionThe resulting solution was diluted with 200 mL of H2O
4. extractionThe resulting solution was extracted with 4×100 mL of ethyl acetate
5. washThe resulting mixture was washed with 2×100 mL of brine
6. dry with materialThe mixture was dried over anhydrous sodium sulfate
7. customThis resulted in 5 g (90%) of (3-chloropropyl)(2,2,2-trifluoroethyl)amine as a light yellow liquid

ORD record

ord-e7bd272bccab47cd996ea45e00d8bdd3

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09447084B2