2-Aminofluorene → HCID 21938121, compound

HRID 1242178Notes

Reaction equation

HRID 1242178 reaction equation
F[C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[NH2:12][C:13]1[CH:25]=[CH:24][C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][C:15]=2[CH:14]=1>C(OCC)(=O)C>[CH:14]1[C:15]2[CH2:16][C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:23]=2[CH:24]=[CH:25][C:13]=1[NH:12][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 15392-AminofluoreneHCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 21938121HCID 21938121, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
140 °C

Procedure

2.17 g of 3-fluoro-4-nitrophenol and 5 g of 2-aminofluorene were mixed and stirred for 9 hours at 140° C. The raw mixture was taken up in ethyl acetate and water and washed with 1N aqueous hydrochloric acid. The aqueous phase was extracted with ethyl acetate, and the combined organic phases were washed three times with 2N aqueous hydrochloric acid and once with saturated sodium chloride solution, dried on sodium sulfate and concentrated by evaporation in a vacuum. The residue was chromatographed on silica gel.

Workup

  1. washwater and washed with 1N aqueous hydrochloric acid
  2. extractionThe aqueous phase was extracted with ethyl acetate
  3. washthe combined organic phases were washed three times with 2N aqueous hydrochloric acid
  4. dry with materialonce with saturated sodium chloride solution, dried on sodium sulfate
  5. concentrationconcentrated by evaporation in a vacuum
  6. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-5df6270fbb854658a952a7d34ea157d0
Source dataset
uspto-grants-2006_10
Patent number
US07115645B2

Reaction notes

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