3-Methoxyphenol → HCID 63777944, compound

HRID 910897Notes

Reaction equation

HRID 910897 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=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:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:16]=[CH:15][N:14]=1

Participants

4

Reactant 3

HCID 90073-MethoxyphenolHCID 24758Sodium hydrideHCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 63777944HCID 63777944, compoundYield 95.2%

Procedure

Using the method of Example 3, Step A, 3-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-(3-methoxyphenoxy)pyridine (4.24 g, 95.1% yield) as a thick oil. 1H NMR (CDCl3) 6 (8.23 (d, 1H), 7.34 (t, 1H), 6.80-6.85 (m, 3H), 6.63-6.69 (m, 2H), 3.82 (s, 3H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a239cfad58df422886028c72a9ca0295
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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