1,1,1-Trifluoro-3-nitro-2-pentanol → HCID 10725607, compound

HRID 2047678Notes

Reaction equation

HRID 2047678 reaction equation
[F:1][C:2]([F:12])([F:11])[CH:3]([OH:10])[CH:4]([N+:7]([O-])=O)[CH2:5][CH3:6]>CO.[Ni]>[NH2:7][CH:4]([CH2:5][CH3:6])[CH:3]([OH:10])[C:2]([F:12])([F:11])[F:1]

Participants

4

Reactant 1

HCID 105837351,1,1-Trifluoro-3-nitro-2-pentanol

Product 1

HCID 10725607HCID 10725607, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

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)

Workup

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

Sources & evidence

ORD record
ord-c454522ae63d4862a6e517d085ba927e
Source dataset
uspto-grants-2013_11
Patent number
US08592581B2

Reaction notes

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