Diethyl (ethoxymethylene)malonate → 1,3-Diethyl 2-[[(2,3-dimethoxyphenyl)amino]methylene]propanedioate

HRID 525947ノート

反応式

HRID 525947 の反応式
[CH3:1][O:2][C:3]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].C(O[CH:15]=[C:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])C>C(O)C>[CH3:1][O:2][C:3]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:4]=1[NH:5][CH:15]=[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:22]([O:24][CH2:25][CH3:26])=[O:23]

参加物

4

反応物 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 2396032,3-Dimethoxyaniline

生成物 1

HCID 867328161,3-Diethyl 2-[[(2,3-dimethoxyphenyl)amino]methylene]propanedioate収率 90.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

To a mixture of 2,3-dimethoxyaniline (20 g, 131 mmol) in Ethanol (50 mL) was added diethyl 2-(ethoxymethylene)malonate (26.2 mL, 131 mmol). The mixture was heated at 80° C. for 1 h. LCMS indicated completion of the reaction. The mixture was concentrated in vacuo to remove ethanol, and washed with hexane to afford diethyl 2-(((2,3-dimethoxyphenyl)amino)methylene)malonate (38 g, 118 mmol, 90% yield) as a white solid. This crude mixture was directly used in next step. LCMS: (M+H)+: 324.2.

後処理

  1. customcompletion of the reaction
  2. concentrationThe mixture was concentrated in vacuo
  3. customto remove ethanol
  4. washwashed with hexane

出典と根拠

ORDレコード
ord-0d71a82dce594f708f0cf9070591c828
出典データセット
uspto-grants-2016_05
特許番号
US09340556B2

反応ノート

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