Water → HCID 12765967, compound

29.7 g (0.55 mole) of sodium methylate were dissolved in 500 ml of methanol, and 70.4 g (0.55 mol) of 4-chlorophenol were added, while stirring. After stirring the mixture for 10 minutes, the solvent was distilled off under reduced pressure and the residue was taken up in 100 ml of glycol. This solution was added to a solution of 135 g (0.5 mole) of 2,2-dimethyl-1-tosyloxy-butan-3-one in 200 ml of glycol. The reaction mixture was stirred at 100° to 120° C. for 48 hours, cooled and stirred into 2,000 ml of water. The mixture was extracted twice with 250 ml of diethyl ether each time and the combined organic phases were washed three times with 100 ml of water each time, once with 100 ml of 10% strength sodium hydroxide solution and once more with 100 ml of water, dried over sodium sulphate and distilled. 62.9 g (55.7% of theory) of 1-(4-chlorophenoxy)-2,2-dimethyl-butan-3-one of boiling point 135°-140° C./0.4 mm Hg were obtained.

1. stirringAfter stirring the mixture for 10 minutes
2. distillationthe solvent was distilled off under reduced pressure
3. stirringThe reaction mixture was stirred at 100° to 120° C. for 48 hours
4. temperaturecooled
5. extractionThe mixture was extracted twice with 250 ml of diethyl ether each time
6. washthe combined organic phases were washed three times with 100 ml of water each time
7. dry with materialonce with 100 ml of 10% strength sodium hydroxide solution and once more with 100 ml of water, dried over sodium sulphate
8. distillationdistilled

ORD record

ord-0a2fdc56a4954e289de4f7c96fbb91fa

Source dataset

uspto-grants-1983_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04371708