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Methyl 2-nitroacetate → (E)-Methyl-2-nitro-3-(2,4,6-trimethoxyphenyl)acrylate

HRID 553269
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HRID 553269 반응식
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]([O:13][CH3:14])[C:4]=1[CH:5]=O.S([O-])([O-])(=O)=O.[Mg+2].C([O-])(=O)C.[NH4+].[N+:26]([CH2:29][C:30]([O:32][CH3:33])=[O:31])([O-:28])=[O:27]>ClCCl.O>[CH3:33][O:32][C:30](=[O:31])/[C:29](/[N+:26]([O-:28])=[O:27])=[CH:5]\[C:4]1[C:3]([O:2][CH3:1])=[CH:10][C:9]([O:11][CH3:12])=[CH:8][C:7]=1[O:13][CH3:14]
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참가 물질

7

반응물 4

HCID 17206Methyl 2-nitroacetateHCID 24083Sulfuric acid magnesium salt (1:1)HCID 700192,4,6-TrimethoxybenzaldehydeHCID 517165Ammonium Acetate

생성물 1

HCID 86641484(E)-Methyl-2-nitro-3-(2,4,6-trimethoxyphenyl)acrylate

시약·촉매·용매 2

HCID 962Water용매
HCID 6344Dichloromethane용매

실험 절차

2,4,6-trimethoxybenzaldehyde (20.75 g, 0.105 mol) was dissolved in dichloromethane (300 mL) and to this solution magnesium sulphate (15 g, 0.124 mol), ammonium acetate (10 g, 0.129 mol) and methyl nitroacetate (12.60 g, 0.105 mol) were added and stirred at room temperature for 2 hours. At the end of two hours, water (300 mL) was added to the reaction mass, the organic layer was separated and the aqueous layer extracted with dichloromethane (2×100 mL). The organic layers were combined and concentrated under reduced pressure to give a solid, which was crystallized from methanol (100 mL).

후처리

  1. additionwere added
  2. customthe organic layer was separated
  3. extractionthe aqueous layer extracted with dichloromethane (2×100 mL)
  4. concentrationconcentrated under reduced pressure
  5. customto give a solid, which
  6. customwas crystallized from methanol (100 mL)

출처 및 근거

ORD 기록
ord-12de784fbfca4daea0727a347296f570
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07951961B2

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