Acetamidomalonic acid diethyl ester → Diethyl 2-acetylamino-2-(4-methyl-4-nitropentyl)malonate

HRID 432992ノート

反応式

HRID 432992 の反応式
[O-]CC.[Na+].[C:5]([NH:8][CH:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:7])[CH3:6].[CH3:20][C:21]([N+:27]([O-:29])=[O:28])([CH3:26])[CH2:22][CH2:23][CH2:24]I>C(O)C>[C:5]([NH:8][C:9]([CH2:24][CH2:23][CH2:22][C:21]([CH3:26])([N+:27]([O-:29])=[O:28])[CH3:20])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:7])[CH3:6]

参加物

5

反応物 3

HCID 14041Acetamidomalonic acid diethyl esterHCID 2723922Sodium ethoxideHCID 99430631-Iodo-4-methyl-4-nitro-pentane

生成物 1

HCID 9968068Diethyl 2-acetylamino-2-(4-methyl-4-nitropentyl)malonate収率 83.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

20% Sodium ethoxide (3.74 g, 11 mmol) and diethyl 2-acetamidomalonate (2.39 g, 11 mmol) were dissolved in ethanol (10 ml). A solution of 4-methyl-4-nitropentyl iodide (2.57 g, 10 mmol) in ethanol (8 ml) was added and the mixture was refluxed under heating for 5 h. Ethanol was evaporated by concentration under reduced pressure and ethyl acetate (50 ml) was added. The mixture was washed with water (20 ml) and saturated brine (20 ml). Ethyl acetate was evaporated by concentration under reduced pressure and the residue was purified by silica gel column chromatography to give the objective compound (2.89 g, yield 83.4%).

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 5 h
  3. customEthanol was evaporated by concentration under reduced pressure and ethyl acetate (50 ml)
  4. additionwas added
  5. washThe mixture was washed with water (20 ml) and saturated brine (20 ml)
  6. customEthyl acetate was evaporated by concentration under reduced pressure
  7. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-17ca81093ca44bfaab46202d2c4bf367
出典データセット
uspto-grants-2003_12
特許番号
US06664412B2

反応ノート

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