Water → 4-(4-Methoxybutoxy)-2-methylpyridine 1-oxide

温度

60 °C

6.77 g (0.065 mol) of 4-methoxybutanol was dissolved in 60 ml of dimethyl sulfoxide to obtain a solution. 2.6 g (0.065 mol) of 60% sodium hydride was added to this solution at a room temperature in a nitrogen atmosphere. The obtained mixture was heated to 60° C., stirred for one hour and cooled to a room temperature. A solution of 4.66 g (0.032 mol) of 4-chloro-2-methylpyridine 1-oxide in 20 ml of dimethyl sulfoxide was dropwise added to the resulting mixture. The obtained mixture was stirred at 40° C. for one hour. After the completion of the reaction, 5 ml of water was added to the mixture and the obtained mixture was, evaporated to dryness to remove the solvent. 150 ml of water was added to the residue. The obtained mixture was extracted with 200 ml of chloroform four times. The extract was dried over magnesium sulfate and filtered. The filtrate was distilled to remove the solvent. The residue was purified by silica gel column chromatography (ethyl acetate/methanol) to obtain 5.06 g of the title compound as an oil.

1. customto obtain a solution
2. temperaturecooled to a room temperature
3. stirringThe obtained mixture was stirred at 40° C. for one hour
4. additionwas added to the mixture
5. customevaporated to dryness
6. customto remove the solvent
7. addition150 ml of water was added to the residue
8. extractionThe obtained mixture was extracted with 200 ml of chloroform four times
9. dry with materialThe extract was dried over magnesium sulfate
10. filtrationfiltered
11. distillationThe filtrate was distilled
12. customto remove the solvent
13. customThe residue was purified by silica gel column chromatography (ethyl acetate/methanol)

ORDレコード

ord-72f59b97a90447e7bb6f5867126b9d2b

出典データセット

uspto-grants-1998_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05840910