4-Methoxyphenol → HCID 11253330, compound

HRID 910899Notes

Reaction equation

HRID 910899 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[H-].[Na+].[Cl:12][C:13]1[CH:18]=[C:17]([N+]([O-])=O)[CH:16]=[CH:15][N:14]=1>>[Cl:12][C:13]1[CH:18]=[C:17]([O:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:16]=[CH:15][N:14]=1

Participants

4

Reactant 3

HCID 90154-MethoxyphenolHCID 24758Sodium hydrideHCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 11253330HCID 11253330, compoundYield 99.7%

Procedure

Using the method of Example 3, Step A, 4-methoxyphenol (2.35 g, 18.9 mmol), 60% sodium hydride in mineral oil (0.757 g, 18.9 mmol), and 2-chloro-4-nitropyridine (3.00 g, 18.9 mmol) were reacted to provide 2-chloro-4-(4-methoxyphenoxy)pyridine (4.44 g, 99% yield) as an oil. 1H NMR (CDCl3) δ 8.20 (d, 1H), 7.01 (d, 2H), 6.95 (d, 2H), 6.75-6.77 (m, 2H), 3.84 (s, 3H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-b466945727814014ae8207b75c4db8a8
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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