HCID 59700729, compound → 4-(Pentyloxy)-3-(trifluoromethyl)aniline

HRID 2237612Notes

Reaction equation

HRID 2237612 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[C:6]([C:16]([F:19])([F:18])[F:17])[CH:5]=1)([O-])=O.[H][H]>[Pd].C(O)C>[CH2:11]([O:10][C:7]1[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][C:6]=1[C:16]([F:17])([F:18])[F:19])[CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 2

HCID 59700729HCID 59700729, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 176055714-(Pentyloxy)-3-(trifluoromethyl)anilineYield 101.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-Nitro-1-pentyloxy-2-trifluoromethyl-benzene (1.2 g, 4.8 mmole) and 0.1 g of 10% Palladium on activated carbon in 40 mL of ethanol is hydrogenated with hydrogen balloon at room temperature overnight. Filtration and concentration gave a pink oil 1.2 g (100%) of 4-Pentyloxy-3-trifluoromethyl-phenylamine MS: 248 (M+1).

Workup

  1. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-cc64676e475140a8b5e4502d6b57e198
Source dataset
uspto-grants-2010_05
Patent number
US07718671B2

Reaction notes

Loading…