N,N'-Dicyclohexylurea → Acetyl carnitine trifluoroethyl amide

To a solution of 2,2,2-trifluoroethylamine hydrochloride (2.7 grams; 0.02 moles) in tetrahydrofuran (150 ml) and triethylamine (2.8 ml; 0.02 moles) was added acetyl carnitine chloride (4.8 grams; 0.02 moles) in water (10 ml) and lastly N,N'-dicyclohexylcarbodiimide (4.2 grams; 0.02 moles) dissolved in tetrahydrofuran (50 ml). The reaction mixture was kept for a whole day under stirring at room temperature. A precipitate formed. The precipitate consisting of dicyclohexyl urea was filtered and the filtrate was concentrated until complete removal of tetrahydrofuran. The residual aqueous solution was washed with CHCl3 (2×50 ml), then evaporated to dryness. The raw solid was taken up with CH3CN (30 ml), and the resulting mixture was kept at 0° C.-5° C. for 2 hours. After filtering off the unreacted acetyl carnitine, if any, upon addition of ethyl acetate-ethyl ether to the filtrate a product crystallized as a very hygroscopic solid which was stored in a nitrogen atmosphere in anhydrous conditions.

1. waitThe reaction mixture was kept for a whole day
2. customA precipitate formed
3. filtrationwas filtered
4. concentrationthe filtrate was concentrated until complete removal of tetrahydrofuran
5. washThe residual aqueous solution was washed with CHCl3 (2×50 ml)
6. customevaporated to dryness
7. filtrationAfter filtering off the unreacted acetyl carnitine
8. additionif any, upon addition of ethyl acetate-ethyl ether to the filtrate a product
9. customcrystallized as a very hygroscopic solid which

ORD 기록

ord-cc248d42c46d49559514c0d9e927cc3f

출처 데이터셋

uspto-grants-1984_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04443475