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

HRID 899021

반응식

HRID 899021 반응식
[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]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 7911MalonamideHCID 8082PiperidineHCID 565289644-Trimethylsilanylmethoxybenzaldehyde

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-cc4c636fed4448b8bbc95fc511865ee1
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07354571B2

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