Potassium Carbonate → HCID 89472347, Verbindung

Temperatur

80 °C

3.6 mg (7.6 μmol equivalents) of 2,2-dimethyl-5-[(4-methoxymethoxymethyl-2-nitro-1H-imidazol-1-yl)methyl]-5-(p-toluenesulfonyloxymethyl)-1,3-dioxane was dissolved in 1 mL of acetonitrile, 17 mg (34.5 μmol equivalents) of Kryptofix 222 (trade name, Merck), 5.8 mg (100 μmol equivalents) of potassium fluoride, and 1.8 mg (23 μmol equivalents) of potassium carbonate were added thereto, and the mixture was refluxed while heating for 3 hours. After completion of the reaction, water was added, and the mixture was extracted three times with chloroform. The combined chloroform layers were dried with anhydrous sodium sulfate and then concentrated under vacuum. The obtained crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate (v/v)=1/1). 1 mL of 1 mol/L hydrochloric acid was added dropwise to a fraction thus obtained, and the mixture was heated to 80° C. in an oil bath and then stirred for 50 minutes. After completion of the reaction, the mixture was concentrated under vacuum to give a trace amount of 1-(2,2-dihydroxymethyl-3-fluoropropyl)-4-hydroxymethyl-2-nitroimidazole.

1. temperaturethe mixture was refluxed
2. temperaturewhile heating for 3 hours
3. additionwas added
4. extractionthe mixture was extracted three times with chloroform
5. dry with materialThe combined chloroform layers were dried with anhydrous sodium sulfate
6. concentrationconcentrated under vacuum
7. customThe obtained crude product
8. customwas purified by silica gel column chromatography (eluent: hexane/ethyl acetate (v/v)=1/1)
9. addition1 mL of 1 mol/L hydrochloric acid was added dropwise to a fraction
10. customthus obtained
11. customAfter completion of the reaction
12. concentrationthe mixture was concentrated under vacuum

ORD-Eintrag

ord-32b6acceff8d494bbe86c5a677f48a98

Quelldatensatz

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09107964B2