Aluminium lithium hydride → 5-[3-(trifluoromethoxy)phenoxy]-2-[4-(trifluoromethyl)phenyl]-2H-1,2,3-triazole-4-methanol

Temperature

0 °C

To a solution of ethyl 5-[3-(trifluoromethoxy)phenoxy]-2-[4-(trifluoromethyl)phenyl]-2H-1,2,3-triazole-4-carboxylate (i.e. the product of Step H, 0.39 g, 0.8 mmol) in anhydrous tetrahydrofuran (6 mL) that was cooled to 0° C. was added a solution of lithium aluminum hydride in tetrahydrofuran (1.0 M, 0.8 mL, 0.8 mmol). The reaction mixture was stirred at 0° C. for 20 min., after which the reaction was quenched with the addition of ethyl acetate (5 mL). The mixture was stirred at 23° C. for 5 min., and then water (6 drops) was added. The mixture was stirred for 5 min., and then sodium sulfate was added. The mixture was stirred for 5 min., and then the mixture was filtered and concentrated under reduced pressure to obtain the title compound (0.35 g, 100%) as a pale yellow oil. The title compound was used directly in the next step without further purification.

1. customafter which the reaction was quenched with the addition of ethyl acetate (5 mL)
2. stirringThe mixture was stirred at 23° C. for 5 min.
3. additionwater (6 drops) was added
4. stirringThe mixture was stirred for 5 min.
5. additionsodium sulfate was added
6. stirringThe mixture was stirred for 5 min.
7. filtrationthe mixture was filtered
8. concentrationconcentrated under reduced pressure

ORD record

ord-a14ad518c71a40b8b5a447deb285ed50

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09302999B2