Pyridine → 4-Dimethylaminocyclohexanone oxime

A mixture of 1.78 gm (10 mMol) of 4-dimethylaminocyclohexanone hydrochloride and 0.70 gm (10 mMol) of hydroxylamine hydrochloride in 25 mL ethanol was treated with 3 mL pyridine and then heated at reflux for 30 minutes. The reaction mixture was then cooled to room temperature and stored at 4° C. for 18 hours. The resulting crystalline solid was collected and washed with cold ethanol. The solid was then dissolved in water and the aqueous solution made basic by the addition of potassium carbonate. The aqueous phase was then extracted with dichloromethane which contained a small amount of isopropanol. The organic extracts were combined, dried over sodium sulfate and concentrated under reduced pressure to provide a crystalline solid. This solid was recrystallized from ethanol to provide 1.05 gm (67%) of the desired oxime.

1. temperatureheated
2. temperatureat reflux for 30 minutes
3. customThe resulting crystalline solid was collected
4. washwashed with cold ethanol
5. dissolutionThe solid was then dissolved in water
6. additionby the addition of potassium carbonate
7. extractionThe aqueous phase was then extracted with dichloromethane which
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated under reduced pressure
10. customto provide a crystalline solid
11. customThis solid was recrystallized from ethanol

ORDレコード

ord-5c79a3cc98ca4dd6a9ea007ac4ffa243

出典データセット

uspto-grants-1999_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05932739