1,1,1-Trifluoro-3-nitro-2-pentanol → 3-Amino-1,1,1-trifluoropentan-2-ol

1,1,1-trifluoro-3-nitropentan-2-ol (3 g, 16 mmol) was dissolved in methanol (40 ml). Raney Nickel catalyst was added and the reaction vigorously stirred under an atmosphere of hydrogen for 24 h. The catalyst was filtered and the filtrate was concentrated in vacuo to give the amine relatively pure (2.35 g, 94%). δH (CDCl3, 500 MHz) 1.05 (3 H, t, J 5, CHCH2CH3), 1.55-1.45 (1 H, m, CHCHHCH3), 1.8-1.7 (1 H, m, CHCHHCH3), 2.95-2.9 (1 H, m, CHEt), 3.95-3.85 (1 H, m, CHOHCF3); δC (CDCl3, 500 MHz) 124.5 (C), 71.5 (CH), 54.03 (CH), 25.5 (CH2), 11.05 (CH3)

1. customthe reaction
2. filtrationThe catalyst was filtered
3. concentrationthe filtrate was concentrated in vacuo

ORD record

ord-c454522ae63d4862a6e517d085ba927e

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08592581B2