Ethanol → 2-Hydroxymethyl-4-(3-methoxypropoxy)pyridine

Temperature

90 °C

4.05 g (0.02 mol) of 4-methoxypropoxy-2-methylpyridine 1-oxide was dissolved in 50 ml of acetic anhydride to obtain a solution. This solution was stirred at 90° C. for 0.5 hour and cooled, followed by the addition of ethanol. The obtained mixture was concentrated under a reduced pressure, followed by the addition of 150 ml of 1N hydrochloric acid. The obtained mixture was stirred at 100° C. for one hour, cooled, neutralized with sodium hydrogencarbonate and extracted with chloroform. The extract was dried over magnesium sulfate and filtered. The filtrate was distilled to remove the solvent. Thus, 3.64 g of the title compound was obtained as a crude product.

1. customto obtain a solution
2. temperaturecooled
3. concentrationThe obtained mixture was concentrated under a reduced pressure
4. additionfollowed by the addition of 150 ml of 1N hydrochloric acid
5. stirringThe obtained mixture was stirred at 100° C. for one hour
6. temperaturecooled
7. extractionextracted with chloroform
8. dry with materialThe extract was dried over magnesium sulfate
9. filtrationfiltered
10. distillationThe filtrate was distilled
11. customto remove the solvent

ORD record

ord-1cf69032d2624c82ae93b2cb2e4e231d

Source dataset

uspto-grants-1991_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05045552