Reaktion #59527

Reaktionsgleichung

Acetic anhydride

6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-ylamine hydrochloride

pyridine

→

N-[6-(5-Nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamide

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeResulting mixture
2. 2
   SonstigeReaction
3. 3
   Sonstigewas quenched with ice water
4. 4
   SonstigeResulting mixture
5. 5
   Extraktionwas extracted with dichloromethane
6. 6
   Trocknendried with Na2SO4
7. 7
   Sonstigeevaporated
8. 8
   workup.ADDITIONMixture of diastereomers of N-[6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamide
9. 9
   Sonstigewas recrystallised from dichloromethane

Vorschrift

Acetic anhydride (60 μl) was added into a cooled solution of 6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-ylamine hydrochloride (100 mg) and pyridine (41 μl) in dry DMF. Resulting mixture was stirred for a further 20 hours at 0° C. Reaction was quenched with ice water and neutralised. Resulting mixture was extracted with dichloromethane, dried with Na2SO4 and evaporated. Mixture of diastereomers of N-[6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamide was recrystallised from dichloromethane. (M)+=405 (24%), 301 (14%), 259 (100%), 242 (55%), 224 (96%).

Quelle