1-(2-Nitro-vinyl)-4-trifluoromethyl-benzene → 2-[4-(Trifluoromethyl)phenyl]ethan-1-amine

HRID 1843825Notes

Reaction equation

HRID 1843825 reaction equation
[N+:1]([CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][CH:7]=1)([O-])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[F:13][C:12]([F:14])([F:15])[C:9]1[CH:8]=[CH:7][C:6]([CH2:5][CH2:4][NH2:1])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6882311-(2-Nitro-vinyl)-4-trifluoromethyl-benzeneHCID 21226445Aluminium lithium hydride

Product 1

HCID 19881062-[4-(Trifluoromethyl)phenyl]ethan-1-amineYield 96.77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using analogous reaction conditions and workup as described in Example 1, step 2, 1-(2-nitro-vinyl)-4-trifluoromethyl-benzene (I-4a: 2.5 g, 11.52 mmol) was reacted with LAH (856 mg, 23.04 mmol) in dry THF (50 mL) to afford 2.1 g of the product (96.77%).

Workup

  1. customreaction conditions and workup

Sources & evidence

ORD record
ord-521ad10f2ad44db2a25a869641004276
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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