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Sodium Methoxide → 6-Chloro-4-methoxy-3-(2-methylphenoxy)pyridazine

HRID 1821655
ノート
印刷プレビュー

反応式

HRID 1821655 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[N:4][C:3]=1[O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16].[CH3:17][O-:18].[Na+]>CO>[Cl:8][C:6]1[N:5]=[N:4][C:3]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])=[C:2]([O:18][CH3:17])[CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 10942334Sodium Methoxide2 回HCID 23013971HCID 23013971、化合物

生成物 1

HCID 229401366-Chloro-4-methoxy-3-(2-methylphenoxy)pyridazine収率 93.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

In methanol (60 mL) was dissolved 3.00 g (11.8 mmol) of 4,6-dichloro-3-(2-methylphenoxy)pyridazine obtained in Example 1 (2), 1.00 g (17.6 mmol) of 95% sodium methoxide was added to the solution at room temperature and the mixture was stirred at 60° C. for 4 hours. Moreover, 1.00 g (17.6 mmol) of 95% sodium methoxide was further added and after stirring the mixture at 60° C. for 1 hour, it was allowed to stand at room temperature overnight. The reaction mixture was concentrated, ethyl acetate was added to the residue, and the mixture was successively washed with water and brine. After drying over anhydrous sodium sulfate, the solvent was removed, and the obtained residue was purified by silica gel column chromatography (eluted with hexane:ethyl acetate=4:1) to obtain 2.75 g (11.0 mmol, Yield: 93.2%) of 6-chloro-4-methoxy-3-(2-methylphenoxy)pyridazine.

後処理

  1. additionwas added to the solution at room temperature
  2. stirringafter stirring the mixture at 60° C. for 1 hour
  3. waitto stand at room temperature overnight
  4. concentrationThe reaction mixture was concentrated
  5. additionethyl acetate was added to the residue
  6. washthe mixture was successively washed with water and brine
  7. dry with materialAfter drying over anhydrous sodium sulfate
  8. customthe solvent was removed
  9. customthe obtained residue was purified by silica gel column chromatography (eluted with hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-aaf59902ab854be0935424559dfe831f
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07608563B2

反応ノート

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