Benzyl Chloride → 1-(Phenylmethyl)-1H-1,2,4-triazole

To a continuously stirred mixture of 13.8 grams of 1,2,4-triazole in 120 ml of methanol cooled at 0° was added 11.9 grams of sodium methoxide. The mixture was allowed to warm to room temperature and stir for 45 minutes whereupon the mixture was again cooled at 0° C. and there was added 25.3 ml of benzyl chloride. After being warmed to room temperature and continuously stirred for 14 hours, the mixture was concentrated and the residue extracted well with dichloromethane. The extract was washed with saturated brine, dried over magnesium sulfate, filtered, and evaporated to give a crude product that was purified by flash column chromatography over silica gel and eluted with dichloromethane/ ethyl acetate (2:1) to give 28.5 grams of pure 1-benzyl-1,2,4-triazole as a solid melting at 44°-45° C.

1. temperaturecooled at 0°
2. temperaturewas again cooled at 0° C.
3. temperatureAfter being warmed to room temperature
4. stirringcontinuously stirred for 14 hours
5. concentrationthe mixture was concentrated
6. extractionthe residue extracted well with dichloromethane
7. washThe extract was washed with saturated brine
8. dry with materialdried over magnesium sulfate
9. filtrationfiltered
10. customevaporated
11. customto give a crude product that
12. customwas purified by flash column chromatography over silica gel
13. washeluted with dichloromethane/ ethyl acetate (2:1)

ORD record

ord-3af52221ddbd4dfabf5c312ee355ae33

Source dataset

uspto-grants-1989_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04865837