Ethanolamine → HCID 19600009, Verbindung

To a solution of 0.884 g (2.590 mmol) of 6-(6-phenylhexanoyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridine-2-carboxylic acid, 0.16 g (2.59 mmol) of 2-aminoethanol, 1.08 ml (7.77 mmol) of triethylamine and 2.50 ml (25.9 mmol) of carbon tetrachloride in 50 ml of acetonitrile, 2.04 g (7.77 mmol) of triphenylphosphine was added under ice-cooling, followed by stirring at room temperature for 4 hours. The reaction mixture was poured into water and extracted with ethyl acetate 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel flush column chromatography (ethyl acetate to ethyl acetate/methanol=20/1) to yield the desired product.

1. temperaturecooling
2. extractionextracted with ethyl acetate 3 times
3. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
4. distillationthe solvent was distilled off under reduced pressure
5. customThe resulting crude product was purified by silica gel
6. customflush column chromatography (ethyl acetate to ethyl acetate/methanol=20/1)

ORD-Eintrag

ord-daa68a339bbb495d8a1f11eb25a0cf09

Quelldatensatz

uspto-grants-1999_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05998433