4-Fluoroaniline → HCID 59745252, compound

HRID 2422830Notes

Reaction equation

HRID 2422830 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-4628dda7c83549d28d3d7edf766444f9
Source dataset
uspto-grants-2011_06
Patent number
US07960436B2

Reaction notes

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