Ethyl Acetate → HCID 68989917, compound

HRID 69465Notes

Reaction equation

HRID 69465 reaction equation
C(=O)([O-])[O-].[K+].[K+].[F:7][C:8]1[CH:9]=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=[CH:12][C:13]=1F.[O:18]1[C:22]2([CH2:26][CH2:25][NH:24][CH2:23]2)[O:21][CH2:20][CH2:19]1.C(OCC)(=O)C>C(#N)C.O>[F:7][C:8]1[CH:9]=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=[CH:12][C:13]=1[N:24]1[CH2:25][CH2:26][C:22]2([O:21][CH2:20][CH2:19][O:18]2)[CH2:23]1

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 1230531,2-Difluoro-4-nitrobenzeneHCID 151650391,4-Dioxa-7-azaspiro[4.4]nonane

Product 1

HCID 68989917HCID 68989917, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
75 °C

Procedure

Potassium carbonate (6.9 g) was added to a mixture of 3,4-difluoronitrobenzene (8.0 g) and 1,4-dioxa-7-aza-spiro[4.4]nonane (12.9 g) in acetonitrile (34.6 mL) and the reaction mixture was heated for 2 h at 75° C. Ethyl acetate and water were added to the reaction mixture. The aqueous phase was extracted several times with ethyl acetate. The organic phases were combined, dried over sodium sulfate and the solvent was removed in vacuum. In this way the product was obtained with molecular weight 268.24 (C12H13FN2O4); MS (ESI): 269 (M+H+).

Workup

  1. extractionThe aqueous phase was extracted several times with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customthe solvent was removed in vacuum
  4. customIn this way the product was obtained with molecular weight 268.24 (C12H13FN2O4)

Sources & evidence

ORD record
ord-9ec5efb0dad2418287aa2c0811df0501
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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