Tetrahydrofuran → 1-(3-Hydroxypropyl)-1,2,3-triazole

Temperature

0 °C

A solution of ethyl (1H-1,2,3-triazol-1-yl)propanoate (8.96 g, 53 mmol) in THF (50 ml) was added dropwise to a suspension of lithium aluminium hydride (3 g, 79 mmol) in THF (250 ml) cooled at 0° C. After stirring for 1 hour at 5° C., the mixture was stirred for 1 hour at ambient temperature. The mixture was cooled at 0° C. and 4N sodium hydroxide (30 ml) was added dropwise. The mixture was filtered and the solid was washed with THF followed by ethyl acetate. The filtrate was dried (MgSO4) and evaporated. The residue was purified by column chromatography, eluting with methylene chloride/methanol (94/6) to give 3-(1,2,3-triazol-1-yl)propan-1-ol (6.2 g, 92%).

1. stirringthe mixture was stirred for 1 hour at ambient temperature
2. temperatureThe mixture was cooled at 0° C.
3. filtrationThe mixture was filtered
4. washthe solid was washed with THF
5. dry with materialThe filtrate was dried (MgSO4)
6. customevaporated
7. customThe residue was purified by column chromatography
8. washeluting with methylene chloride/methanol (94/6)

ORD record

ord-b9bcb2b3e3484d9183f9971b312dfb5b

Source dataset

uspto-grants-2006_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07074800B1