Dimethylformamide → HCID 57443733, compound

HRID 1879644Notes

Reaction equation

HRID 1879644 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([O:11][CH3:12])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.[O:24]1[C:28]2([CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[O:27][CH2:26][CH2:25]1>O>[CH3:12][O:11][C:4]1[CH:3]=[C:2]([N:31]2[CH2:32][CH2:33][C:28]3([O:27][CH2:26][CH2:25][O:24]3)[CH2:29][CH2:30]2)[CH:7]=[CH:6][C:5]=1[N+:8]([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 27792505-Fluoro-2-nitroanisole

Product 1

HCID 57443733HCID 57443733, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of 4-fluoro-2-methoxy-1-nitrobenzene (5 g), potassium carbonate (10 g) and N,N-dimethylformamide (50 mL), 1,4-dioxa-8-azaspiro[4.5]decane (5 g) was added and stirred overnight at 70° C. The reaction mixture was diluted with water (150 mL), and the precipitated solid was collected by filtration and washed with diethyl ether to give 8-(3-methoxy-4-nitrophenyl)-1,4-dioxa-8-azaspiro[4.5]decane (7.86 g) as a light-yellow solid.

Workup

  1. additionwas added
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-10166b3b7a2e4ae08f5a5709675e906e
Source dataset
uspto-grants-2012_11
Patent number
US08318702B2

Reaction notes

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