Sodium hydride → HCID 86634728, compound

HRID 910974Notes

Reaction equation

HRID 910974 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].[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:3]2[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=2[F:8])[CH:16]=[CH:15][N:14]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 943922,6-DifluorophenolHCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 86634728HCID 86634728, compoundYield 94.4%

Procedure

Using the method of Example 3, Step A, 2,6-difluorophenol (821 mg, 6.31 mmol), 60% sodium hydride in mineral oil (252 mg, 6.31 mmol), and 2-chloro-4-nitropyridine (1.00 g, 6.31 mmol) were reacted to provide 2-chloro-4-(2,6-difluorophenoxy)pyridine (1.44 g, 94% yield) as an oil. 1H NMR (CDCl3) δ 8.27 (d, 1H), 7.26 (m, 1H), 7.04-7.10 (m, 2H), 6.80-6.86 (m, 2H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-7f3b019257524aebbf350ccbce1a8da9
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

Loading…