Hydrochloric Acid → HCID 14883916, compound

9.86 Grams of methyl acetoacetate were dissolved in 15 ml of water, and 12.67 g of a 30% aqueous sodium hydroxide solution was added thereto by drops while cooling the mixture to 20° C. or less. After having been stirred at 30°-35° C. for 3 hours, the mixture was adjusted to pH 7.0 by adding a concentrated aqueous hydrochloric acid solution thereto. Thereafter, 1.47 g of sodium acetate and then a concentrated aqueous hydrochloric acid solution was added to the mixture so that the mixture had a pH of 6.8. And 50 ml of methanol and then 8.72 g of 3-(4-chlorophenylthio)propanal were added thereto. After having been stirred at 45°-50° C. for 8 hours, the mixture was filtered. The filtrate was concentrated under reduced pressure, and the residue obtained was extracted with ethyl acetate. The organic layer was washed with a 5% aqueous acetic acid solution and then with a saturated aqueous sodium chloride solution. Then the layer was dried over anhydrous magnesium sulfate. Removing the solvent from the layer under reduced pressure gave 13.26 g of crude 6-(4-chlorophenylthio)-4-hydroxy-2-hexanone (purity: 92.3%, yield 91.4%). A purified product was obtained by recrystallization from diisopropyl ether-hexane. The purified product had a melting point of 46.0°-47.° C.

1. temperatureby drops while cooling the mixture to 20° C. or less
2. stirringAfter having been stirred at 45°-50° C. for 8 hours
3. filtrationthe mixture was filtered
4. concentrationThe filtrate was concentrated under reduced pressure
5. customthe residue obtained
6. extractionwas extracted with ethyl acetate
7. washThe organic layer was washed with a 5% aqueous acetic acid solution
8. dry with materialThen the layer was dried over anhydrous magnesium sulfate
9. customRemoving the solvent from the layer under reduced pressure

ORD record

ord-dbfdcaa6a670420fb1eccca3cb69af17

Source dataset

uspto-grants-1991_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05041679