Acetic Acid → 2-[4-(Trimethylsilanylmethoxy)benzylidene]malonamide

HRID 899021

反応式

HRID 899021 の反応式
[CH3:1][Si:2]([CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][CH:8]=1)([CH3:4])[CH3:3].[C:15]([NH2:21])(=[O:20])[CH2:16][C:17]([NH2:19])=[O:18].N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1.O>[CH3:1][Si:2]([CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[C:16]([C:15]([NH2:21])=[O:20])[C:17]([NH2:19])=[O:18])=[CH:9][CH:8]=1)([CH3:4])[CH3:3]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 7911MalonamideHCID 8082PiperidineHCID 565289644-Trimethylsilanylmethoxybenzaldehyde

生成物 1

HCID 101083992-[4-(Trimethylsilanylmethoxy)benzylidene]malonamide収率 49%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

4-(Trimethylsilanylmethoxy)benzaldehyde (obtained in step 1 of Example 1) (10.4 g, 0.005 mol) and malonamide (5.5 g, 0.055 mol) in 20 ml of dry toluene in the presence of 0.5 ml of piperidine and 0.3 g of acetic acid are refluxed for 3 hours in a reactor equipped with Dean-Stark apparatus. The water formed is removed azeotropically. The mixture is cooled and the organic phase is washed twice with water. The organic phase is dried over sodium sulfate and filtered, and the solvent is evaporated off under vacuum. After recrystallization from ethanol, 7.2 g (yield: 49%) of the derivative of Example 10 are obtained in the form of an off-white powder:

後処理

  1. customequipped with Dean-Stark apparatus
  2. customis removed azeotropically
  3. temperatureThe mixture is cooled
  4. washthe organic phase is washed twice with water
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent is evaporated off under vacuum
  8. customAfter recrystallization from ethanol, 7.2 g (yield: 49%) of the derivative of Example 10
  9. customare obtained in the form of an off-white powder

出典と根拠

ORDレコード
ord-cc4c636fed4448b8bbc95fc511865ee1
出典データセット
uspto-grants-2008_04
特許番号
US07354571B2

関連ノート

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