Methanol → 2,3-Dimethoxy-5-nitropyridine

HRID 503603노트

반응식

HRID 503603 반응식
[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

참가 물질

4

반응물 3

HCID 887MethanolHCID 5360545Sodium2회HCID 234561522-Chloro-3-methoxy-5-nitropyridine

생성물 1

HCID 38487442,3-Dimethoxy-5-nitropyridine

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-a558957afc0444409f3513c1fd3a3a0c
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776857B2

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