Hydrochloric Acid → 1-(4-Chlorophenyl)-1-propanone oxime

33.6 g of p-chloropropiophenone was mixed with 200 ml of ethanol and 40 ml of water. 24 g of hydroxylamine hydrochloride was added. 44 g of solid sodium hydroxide was added over a 10-minute period to the stirred mixture at room temperature. The mixture was heated to 80°, then refluxed for 80 minutes. The mixture was cooled and poured into cold dilute hydrochloric acid. The resulting mixture was filtered. The solid product was dissolved in methylene chloride; the solution was dried (MgSO4) and stripped of solvent. Recrystallization of the solid product from hexane gave 1-(4-chlorophenyl)-1-propanone oxime (4A), m.p.: 56°-57.5°.

1. temperatureThe mixture was heated to 80°
2. temperaturerefluxed for 80 minutes
3. temperatureThe mixture was cooled
4. filtrationThe resulting mixture was filtered
5. dissolutionThe solid product was dissolved in methylene chloride
6. dry with materialthe solution was dried (MgSO4)
7. customRecrystallization of the solid product from hexane

ORD record

ord-393fd3990e5e455cbd104b79870ad274

Source dataset

uspto-grants-1981_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

USRE030634