Pyridine → N-Methoxy-N-methylbutyramide

HRID 38423

反応式

HRID 38423 の反応式
N1C=CC=CC=1.Cl.[CH3:8][NH:9][O:10][CH3:11].[C:12](Cl)(=[O:16])[CH2:13][CH2:14][CH3:15]>C(Cl)Cl.O>[CH3:11][O:10][N:9]([CH3:8])[C:12](=[O:16])[CH2:13][CH2:14][CH3:15]

参加物

6

反応物 3

HCID 1049PyridineHCID 8855Butyryl chlorideHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)

生成物 1

HCID 13704543N-Methoxy-N-methylbutyramide収率 89.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

Pyridine (100 mL) was cooled to 0° C., and N,O-dimethylhydroxylamine hydrochloride (20.14 g, 206 mmol) was added with stirring. This solution was stirred for 10 minutes, and then a solution of butyryl chloride (19.5 ml, 20 g, 188 mmol) dissolved in 50 ml methylene chloride was added via addition funnel over 30 minutes. A precipitate formed after 5 minutes. This suspension was stirred and allowed to warm to room temperature. Stirring was continued for 2.0 hours, and the reaction was diluted with water, extracted with methylene chloride twice. The methylene chloride layers were combined and washed with 1 N HCl twice and once with brine. Diethyl ether (100 mL) was added to facilitate emulsion separation, and the organic layer was separated and washed with saturated bicarbonate solution, brine, and dried over magnesium sulfate. The solution was filtered and the solvent removed in vacuo to give N-Methoxy-N-methyl-butyramide as an oil (22.1 g, 89%).

後処理

  1. stirringThis solution was stirred for 10 minutes
  2. additionwas added via addition funnel over 30 minutes
  3. customA precipitate formed after 5 minutes
  4. stirringThis suspension was stirred
  5. stirringStirring
  6. extractionextracted with methylene chloride twice
  7. washwashed with 1 N HCl twice
  8. additionDiethyl ether (100 mL) was added
  9. customemulsion separation
  10. customthe organic layer was separated
  11. washwashed with saturated bicarbonate solution, brine
  12. dry with materialdried over magnesium sulfate
  13. filtrationThe solution was filtered
  14. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-109e15bc209b40dfb5e8718fff1ed275
出典データセット
uspto-grants-2013_09
特許番号
US08524725B2

関連ノート

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