Methanol → 2,3-Dimethoxy-5-nitropyridine

HRID 503603ノート

反応式

HRID 503603 の反応式
[Na].Cl[C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([N+:11]([O-:13])=[O:12])=[CH:5][N:4]=1.[CH3:14][OH:15]>>[CH3:14][O:15][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([N+:11]([O-:13])=[O:12])=[CH:5][N:4]=1

参加物

4

反応物 3

HCID 887MethanolHCID 5360545Sodium2 回HCID 234561522-Chloro-3-methoxy-5-nitropyridine

生成物 1

HCID 38487442,3-Dimethoxy-5-nitropyridine

実験手順

A round bottom flask was charged with methanol under nitrogen. Freshly cut sodium (91 mg, 3977 μmol) was added, and the mixture was stirred at RT under nitrogen until the sodium had dissolved. 2-Chloro-3-methoxy-5-nitropyridine (500 mg, 2652 μmol) was added and the reaction mixture was stirred under nitrogen at RT. After ˜15 min the mixture became heterogeneous and thick, and GC/MS analysis of a sample taken at 0.5 h indicated complete conversion to the desired product. The mixture was diluted with DCM and water and the layers were separated. The aqueous portion was extracted with additional DCM and the combined organics were dried, filtered and concentrated. The crude solid was passed through a silica plug using 5% MeOH/DCM. The filtrate was concentrated to provide 2,3-dimethoxy-5-nitropyridine as a light yellow solid. MS [M+H]=185.

後処理

  1. dissolutionhad dissolved
  2. waitthick, and GC/MS analysis of a sample taken at 0.5 h

出典と根拠

ORDレコード
ord-a558957afc0444409f3513c1fd3a3a0c
出典データセット
uspto-grants-2010_08
特許番号
US07776857B2

反応ノート

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