4-Fluoroaniline → HCID 59745252, compound

HRID 2196863Notes

Reaction equation

HRID 2196863 reaction equation
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][C:10]2=O)=[CH:6][C:5]=1[NH:14][C:15](=[O:19])[O:16][CH2:17][CH3:18])([O-:3])=[O:2].[F:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1.[B][B][B][B][B][B][B][B][B][B]>CO>[F:20][C:21]1[CH:27]=[CH:26][C:24]([NH:25][CH:10]2[C:11]3[C:7](=[CH:6][C:5]([NH:14][C:15](=[O:19])[O:16][CH2:17][CH3:18])=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=3)[CH2:8][CH2:9]2)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 97314-FluoroanilineHCID 59745258HCID 59745258, compoundHCID 178419135HCID 178419135, compound

Product 1

HCID 59745252HCID 59745252, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl 6-nitro-1-oxo-2,3-dihydro-1H-inden-5-ylcarbamate (0.47 g, 1.8 mmol), 4-fluoroaniline (0.24 g, 2.2 mmol), and decaborane (200 mg) in 20 ml of anhydrous methanol was stirred at room temperature overnight. The solvent was removed in vacuo and the residue was purified by column (hexane/EtOAc, 5:1) to give a pure product (0.51 g, 81%).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by column (hexane/EtOAc, 5:1)

Sources & evidence

ORD record
ord-a440f9fdf7a642d69e5ab5db52971738
Source dataset
uspto-grants-2012_12
Patent number
US08338487B2

Reaction notes

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