Acetic Anhydride → 2-Hydroxymethyl-4-(4-methoxybutoxy)pyridine

Temperature

100 °C

5.06 g (0.024 mol) of 4-(4-methoxybutoxy)-2-methylpyridine 1-oxide was dissolved in 80 ml of acetic anhydride to obtain a solution. This solution was stirred at 100° C. for one hour, cooled and distilled to remove the solvent. 150 ml of 1N hydrochloric acid was added to the residue. The obtained mixture was stirred at 100° C. for one hour, cooled, neutralized with sodium hydrogencarbonate and extracted with 200 ml of chloroform twice. The extract was dried over magnesium sulfate and filtered. The filtrate was distilled to remove the solvent and the residue was dried in a vacuum to obtain 5.66 g of the title compound as a crude oil.

1. customto obtain a solution
2. temperaturecooled
3. distillationdistilled
4. customto remove the solvent
5. addition150 ml of 1N hydrochloric acid was added to the residue
6. stirringThe obtained mixture was stirred at 100° C. for one hour
7. temperaturecooled
8. extractionextracted with 200 ml of chloroform twice
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 dried in a vacuum

ORD record

ord-25ae6f7f5e594b3cb6e3b6acb3be26c3

Source dataset

uspto-grants-1991_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05045552