Potassium Carbonate → 2-[(2-Chloro-4-nitrophenoxy)methyl]-6-methylpyridine

HRID 877087Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.C([O-])([O-])=O.[K+].[K+].[CH3:18][C:19]1[N:24]=[C:23]([CH2:25][OH:26])[CH:22]=[CH:21][CH:20]=1>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:26][CH2:25][C:23]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:18])[N:24]=1

Participants

Conditions

Temperature: 65 °C

Procedure

To a solution of 2-chloro-1-fluoro-4-nitro-benzene (8.75 g, 50 mmol) in dry acetone (100 ml) was added 10.0 g of K2CO3 and 6.15 g of 6-methyl-2-pyridylmethanol (50 mmol). The reaction mixture was then stirred at 65° C. overnight. Filtration and concentration gave a solid which was recrystallized to give the desired product as a white solid (9.5 g).

Workup

filtrationFiltration and concentration
customgave a solid which
customwas recrystallized

Sources & evidence

ORD record: ord-450c6013006144acab407f5f42709360
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987284B2

Reaction notes

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