HCID 86651064, compound → 2-Amino-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenol

HRID 1913709Notes

Reaction equation

HRID 1913709 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([F:18])([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([N+:15]([O-])=O)[CH:9]=1)[C:4]([F:7])([F:6])[F:5].[H][H]>[Pd].C(OCC)(=O)C>[NH2:15][C:10]1[CH:9]=[C:8]([C:3]([F:18])([C:2]([F:1])([F:19])[F:20])[C:4]([F:5])([F:6])[F:7])[CH:13]=[CH:12][C:11]=1[OH:14]

Participants

5

Reactant 2

HCID 86651064HCID 86651064, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 866510652-Amino-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenolYield 78.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2.95 g of 4-(heptafluoroisopropyl)-2-nitrophenol, 20 ml of ethyl acetate and 0.30 g of 5% palladium on carbon was stirred in a hydrogen atmosphere at room temperature for four hours. The reaction mixture was filtered through Celite™. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2.08 g of 2-amino-4-(heptafluoroisopropyl)phenol.

Workup

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

Sources & evidence

ORD record
ord-417ab42096894eacac1ccb907ba577e9
Source dataset
uspto-grants-2013_12
Patent number
US08609705B2

Reaction notes

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