HCID 53828778, compound → 2-Amino-6-chloro-4-(trifluoromethyl)phenol

HRID 2094467Notes

Reaction equation

HRID 2094467 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([N+:12]([O-])=O)[C:3]=1[OH:15].[H][H]>[Pd].C(OCC)(=O)C>[NH2:12][C:4]1[CH:5]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:7]=[C:2]([Cl:1])[C:3]=1[OH:15]

Participants

5

Reactant 2

HCID 53828778HCID 53828778, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 212870732-Amino-6-chloro-4-(trifluoromethyl)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5.01 g of a mixture containing 2-chloro-4-(trifluoromethyl)-6-nitrophenol, 15 ml of ethyl acetate and 1.0 g of 5% palladium on carbon was stirred under about one atmosphere of hydrogen at room temperature for 15 hours. The mixture was filtered through Celite™. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2.78 g of 2-amino-6-chloro-4-(trifluoromethyl)phenol.

Workup

  1. filtrationThe mixture was filtered through Celite™
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8873f5de74864ae4b3060ba0769edeb1
Source dataset
uspto-grants-2013_05
Patent number
US08445522B2

Reaction notes

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