Hydrochloric Acid → 4-Octanone, 1-chloro-

A Grignard reagent is prepared from magnesium (1.9 g), n-butyl bromide (11.2 g) and dried ether (80 ml) and a solution of 4-chlorobutyronitrile (7 g) in ether (15 ml) is added dropwise to the reagent with ice-cooling. The mixture is stirred at the same temperature for 2 hours and then at room temperature for additional 2 hours. 10% Hydrochloric acid is slowly added dropwise to the mixture with ice-cooling to decompose the product and to acidify the mixture to pH about 1. After stirring at room temperature for 1 hour, the mixture is extracted with ether. The ether layer is washed with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride and dried over magnesium sulfate. The solvent is distilled off and the residue is distilled to obtain 3-chloropropyl butyl ketone (1.6 g), b.p. 104°-106° C./30 mmHg.

1. temperaturecooling
2. waitat room temperature for additional 2 hours
3. temperaturecooling
4. stirringAfter stirring at room temperature for 1 hour
5. extractionthe mixture is extracted with ether
6. washThe ether layer is washed with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride
7. dry with materialdried over magnesium sulfate
8. distillationThe solvent is distilled off
9. distillationthe residue is distilled

ORD record

ord-c3b4eb3f8517430e8211a058c13ace5e

Source dataset

uspto-grants-1983_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04372953