4-Methyl-3-nitro-1,1,1-trifluoro-2-pentanol → 3-Amino-1,1,1-trifluoro-4-methylpentan-2-ol

Temperature

5 °C

A solution of 4-methyl-3-nitro-1,1,1-trifluoro-2-pentanol (17.1 g) in isopropanol (115 ml) and acetic acid (0.43 ml) was hydrogenated over 10% palladium on carbon (2.4 g) at 3.5 barg pressure until uptake of hydrogen was complete. The catalyst was removed by filtration through diatomaceous earth and the filter cake washed with isopropanol. The filtrate was evaporated under vacuum until no further isopropanol distilled and the residue dissolved in acetonitrile (40 ml). A solution of oxalic acid (3.94 g) in acetonitrile (80 ml) was added with stirring and the mixture cooled to 5° C. The product which crystallised was collected by filtration, washed with cold acetonitrile and dried at 50° C. to give 3-amino-4-methyl-1,1,1-trifluoro-2-pentanol as its oxalate salt (9.08 g). ##STR4##

1. customThe catalyst was removed by filtration through diatomaceous earth
2. washthe filter cake washed with isopropanol
3. customThe filtrate was evaporated under vacuum until no further isopropanol
4. distillationdistilled
5. dissolutionthe residue dissolved in acetonitrile (40 ml)
6. additionA solution of oxalic acid (3.94 g) in acetonitrile (80 ml) was added
7. customThe product which crystallised
8. filtrationwas collected by filtration
9. washwashed with cold acetonitrile
10. customdried at 50° C.

ORD record

ord-c3c6fac50486476e8ce6d0b7c8cde0a6

Source dataset

uspto-grants-1998_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05739157