Potassium Carbonate → HCID 14053683, compound

HRID 1095377Notes

Reaction equation

HRID 1095377 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].C(=O)([O-])[O-].[K+].[K+].[NH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>C1COCC1>[N:20]1([CH2:19][CH2:18][NH:17][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzeneHCID 4082852-Morpholinoethylamine

Product 1

HCID 14053683HCID 14053683, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 1-fluoro-2-nitrobenzene (6 g, 43.0 mmol) and potassium carbonate (12 g, 86 mmol) in THF (80 mL) was added 4-(2-aminoethyl)morpholine (6.8 mL, 52.0 mmol) at 0° C. The mixture was stirred for 25 h at rt. Then the mixture was filtered through a pad of Celite and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (2/1) to afford 10.4 g (97%) of the title compound.

Workup

  1. filtrationThen the mixture was filtered through a pad of Celite
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (2/1)

Sources & evidence

ORD record
ord-58477c86dc434f8c8f516c8faf2aa137
Source dataset
uspto-grants-2012_03
Patent number
US08138177B2

Reaction notes

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