Nitro-4-(2,2,2-trifluoro-1-methyl-ethoxy)-benzene → 4-(2,2,2-Trifluoro-1-methyl-ethoxy)-aniline

HRID 2092687

Reaction equation

HRID 2092687 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([CH3:16])[C:12]([F:15])([F:14])[F:13])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[F:13][C:12]([F:14])([F:15])[CH:11]([CH3:16])[O:10][C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=1

Participants

4

Reactant 1

HCID 66577895Nitro-4-(2,2,2-trifluoro-1-methyl-ethoxy)-benzene

Product 1

HCID 662775684-(2,2,2-Trifluoro-1-methyl-ethoxy)-anilineYield 98.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Nitro-4-(2,2,2-trifluoro-1-methyl-ethoxy)-benzene (6.74 g) was dissolved in MeOH (70 mL). Pd on carbon (10% Pd, 500 mg) was added and the mixture was hydrogenated at RT for 12 hours. The suspension was filtered and the filtrate was concentrated in vacuo to provide the title compound as a brown liquid (5.8 g). Rf: 0.38 (silica gel, ether/heptane 1:1). MS (m/e): 206.1 (MH+).

Workup

  1. filtrationThe suspension was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-2d8ee7dcd7514d0fa0a82721d3c39024
Source dataset
uspto-grants-2013_05
Patent number
US08440710B2

Linked notes

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