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O-Methylhydroxylamine → 1-(2-methyl-[1,3]dioxan-2-yl)propane-1,2-dione bis(O-methyloxime)

HRID 2306151
ノート
印刷プレビュー

反応式

HRID 2306151 の反応式
[CH3:1][O:2][NH2:3].C([O-])(=O)C.[Na+].S([O-])([O-])(=O)=O.[Mg+2].[CH3:15][O:16]/[N:17]=[C:18](/[C:22]1([CH3:28])[O:27][CH2:26][CH2:25][CH2:24][O:23]1)\[C:19](=O)[CH3:20].[OH-].[Na+]>CO.O>[CH3:15][O:16][N:17]=[C:18]([C:22]1([CH3:28])[O:27][CH2:26][CH2:25][CH2:24][O:23]1)[C:19](=[N:3][O:2][CH3:1])[CH3:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 4113O-MethylhydroxylamineHCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 517045Sodium Acetate2 回HCID 22967233(1E)-1-methoxyimino-1-(2-methyl-1,3-dioxan-2-yl)propan-2-one

生成物 1

HCID 734448521-(2-methyl-[1,3]dioxan-2-yl)propane-1,2-dione bis(O-methyloxime)
収率 89%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒

実験手順

239 g (0.4 mol) of 14% strength methanolic methoxyamine solution, 50 g (0.6 mol) of sodium acetate (anhydrous), dissolved in 250 ml of methanol, 75 g of magnesium sulfate and 92 g of the ketal (Example 3), dissolved in 100 ml of methanol, were initially charged at room temperature. The pH meter showed a value of 6. The mixture was stirred for 10 minutes, during which the pH decreased to 5.2, and a pH of 4.2 was set by dropwise addition of sodium acetate. The mixture was stirred at room temperature for another 20 hours and the conversion was monitored by HPLC. 7% of starting material was left. After a further 4 hours of stirring, the reaction mixture was neutralized using dilute aqueous sodium hydroxide solution and diluted with water. The mixture was extracted with methyl tert-butyl ether. The combined organic phases were washed with dilute ammonium chloride solution, dried over magnesium sulfate and concentrated. This gave 92 g (89% yield) of the title compound.

後処理

  1. additionwere initially charged at room temperature
  2. stirringThe mixture was stirred at room temperature for another 20 hours
  3. stirringAfter a further 4 hours of stirring
  4. extractionThe mixture was extracted with methyl tert-butyl ether
  5. washThe combined organic phases were washed with dilute ammonium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-31d8b819a841406297113425b355a2d5
出典データセット
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06441236B1

反応ノート

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