3-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzene → 3-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)aniline

HRID 1584343Notes

Reaction equation

HRID 1584343 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:22]([O-])=O)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[N:11]=[C:12]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:13][C:14]=1[CH3:15]>[C].[Pd].O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[N:11]=[C:12]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:13][C:14]=1[CH3:15])[NH2:22]

Participants

4

Reactant 1

HCID 110348083-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzene

Product 1

HCID 108594853-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)aniline

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzene (13.6 g), palladium-carbon (5%, 2.0 g) and tetrahydrofuran (THF) (200 ml) was subjected to catalytic hydrogenation under 1 atmospheric pressure at room temperature. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to yield 3-fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)aniline as an oily product.

Workup

  1. customwas subjected to catalytic hydrogenation under 1 atmospheric pressure at room temperature
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-19d9414b80664f06add37b72745eb165
Source dataset
uspto-grants-1999_08
Patent number
US05932601

Reaction notes

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