Water → HCID 15068884, compound

HRID 2106724Notes

Reaction equation

HRID 2106724 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([OH:13])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[Na+].[Na+].F[C:21]1[CH:22]=[N+:23]([O-:30])[CH:24]=[CH:25][C:26]=1[N+:27]([O-:29])=[O:28].O>CN(C=O)C>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][C:21]2[CH:22]=[N+:23]([O-:30])[CH:24]=[CH:25][C:26]=2[N+:27]([O-:29])=[O:28])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 665424-Methoxy-1-naphtholHCID 5940283-Fluoro-4-nitropyridin-1-ium-1-olate

Product 1

HCID 15068884HCID 15068884, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of 4-methoxy-1-naphthol (8.87 g) in 50 ml of DMF was added sodium carbonate (7.8 g) portionwise, and after the addition was complete the mixture was stirred for 15 minutes. Then a solution of 3-fluoro-4-nitropyridine-N-oxide (8.0 g) in 50 ml DMF was added dropwise at room temperature. The reaction was then allowed to proceed for 4 hours at room temperature. The mixture was then poured into water and extracted with ethyl acetate. The organic layer was washed with NaCl (sat) and dried (anhy. MgSO4).

Workup

  1. additionafter the addition
  2. waitto proceed for 4 hours at room temperature
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with NaCl (sat)
  5. dry with materialdried (anhy. MgSO4)

Sources & evidence

ORD record
ord-cbf5666a1c0148a7b1c5fef090a1da7a
Source dataset
uspto-grants-1990_06
Patent number
US04931457

Reaction notes

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