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-3665a2d67b0c4a24b8604ac9613c9afd

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08492560B2