HCID 68827726, compound → HCID 68824001, compound

HRID 230559Notes

Reaction equation

HRID 230559 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]=1[N+:14]([O-])=O.[H][H]>CO.[Pd]>[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:11])([F:12])[F:13])=[CH:6][C:5]=1[NH2:14]

Participants

5

Reactant 2

HCID 68827726HCID 68827726, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68824001HCID 68824001, compoundYield 91.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.15 g (0.638 mmol) of 1-methoxymethyl-2-nitro-4-trifluoromethylbenzene is added, at a temperature in the region of 25° C., to a suspension of 0.02 g (0.188 mmol) of 10% palladium-on-charcoal in 20 cm3 of methanol. After hydrogenation for 3 hours in an autoclave under 1 bar of hydrogen, at a temperature in the region of 25° C., the reaction mixture is filtered, the catalyst is rinsed with 3 times 5 cm3 of methanol, and the filtrate is then concentrated to dryness under reduced pressure (2.7 kPa), to give 0.12 g of 2-methoxymethyl-5-trifluoromethylphenylamine in the form of a yellow oil;

Workup

  1. filtrationat a temperature in the region of 25° C., the reaction mixture is filtered
  2. washthe catalyst is rinsed with 3 times 5 cm3 of methanol
  3. concentrationthe filtrate is then concentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-575bf04086084fdc9e6962404a0fd8dc
Source dataset
uspto-grants-2009_07
Patent number
US07566736B2

Reaction notes

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