2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl- → 1-(4-Chlorophenoxy)-3,3-dimethylbutan-2-ol

Into a 200-ml egg plant type flask were placed 9.0 g of 1-(p-chlorophenoxy)-3,3-dimethyl-2-butanone and 80 ml of methanol, and 0.8 g of sodium borohydride was further placed into the flask with cooling and stirring. After stirring the mixture at room temperature for 1 hour, the reaction mixture was concentrated in a vacuum, and 50 ml of water was added to the resulting residue, followed by extraction with 30 ml of ether twice. The combined ethereal extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in a vacuum. The residue was purified by silica gel column chromatography, giving 8.5 g of the above-identified desired compound.

1. customInto a 200-ml egg plant type flask were placed
2. temperaturewith cooling
3. stirringAfter stirring the mixture at room temperature for 1 hour
4. concentrationthe reaction mixture was concentrated in a vacuum, and 50 ml of water
5. additionwas added to the resulting residue
6. extractionfollowed by extraction with 30 ml of ether twice
7. extractionThe combined ethereal extract
8. washwas washed with saturated aqueous sodium chloride solution
9. dry with materialdried over anhydrous magnesium sulfate
10. concentrationconcentrated in a vacuum
11. customThe residue was purified by silica gel column chromatography

ORD record

ord-0936f6ba29534bcb84d83e2017fd62fb

Source dataset

uspto-grants-1988_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04746673