HCID 43089837, compound → HCID 43115315, compound

HRID 2390491Notes

Reaction equation

HRID 2390491 reaction equation
[CH:1]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1[N+:16]([O-])=O)([CH2:3][CH3:4])[CH3:2]>[Pd].C(O)C>[CH:1]([NH:5][C:6]1[C:7]([NH2:16])=[CH:8][C:9]([C:12]([F:14])([F:15])[F:13])=[CH:10][CH:11]=1)([CH2:3][CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 43089837HCID 43089837, compound

Product 1

HCID 43115315HCID 43115315, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1.16 g of N-(sec-butyl)-2-nitro-4-trifluoromethylaniline, 9 ml of ethanol and 0.12 g of 5% palladium charcoal was stirred for 5.5 hours at room temperature under a hydrogen atmosphere of about 1 atm. The reaction mixture was filtrated through Celite (registered trademark), and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.76 g of N1-sec-butyl-4-trifluoromethylbenzene-1,2-diamine.

Workup

  1. filtrationThe reaction mixture was filtrated through Celite (registered trademark)
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8e5689926e1f46ca8c43ba8ec7a3395b
Source dataset
uspto-grants-2012_09
Patent number
US08273764B2

Reaction notes

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