Water → N-[2-bromo-4-[3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-(nitromethyl) butanoyl]phenylmethyl]phthalimide

HRID 2386157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2386157
[Br:1][C:2]1[CH:7]=[C:6]([C:8](=[O:23])[CH:9]=[C:10]([C:15]2[CH:20]=[C:19]([Cl:21])[CH:18]=[C:17]([Cl:22])[CH:16]=2)[C:11]([F:14])([F:13])[F:12])[CH:5]=[CH:4][C:3]=1[CH2:24][N:25]1[C:29](=[O:30])[C:28]2=[CH:31][CH:32]=[CH:33][CH:34]=[C:27]2[C:26]1=[O:35].[N+:36]([CH3:39])([O-:38])=[O:37].C1CCN2C(=NCCC2)CC1.O>C(#N)C>[Br:1][C:2]1[CH:7]=[C:6]([C:8](=[O:23])[CH2:9][C:10]([C:15]2[CH:20]=[C:19]([Cl:21])[CH:18]=[C:17]([Cl:22])[CH:16]=2)([CH2:39][N+:36]([O-:38])=[O:37])[C:11]([F:14])([F:13])[F:12])[CH:5]=[CH:4][C:3]=1[CH2:24][N:25]1[C:26](=[O:35])[C:27]2=[CH:34][CH:33]=[CH:32][CH:31]=[C:28]2[C:29]1=[O:30]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6375NitromethaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 86648069N-[2-bromo-4-[3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butenoyl]phenylmethyl]phthalimide

Produkt 1

HCID 86648070N-[2-bromo-4-[3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-(nitromethyl) butanoyl]phenylmethyl]phthalimide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 0.80 g of N-[2-bromo-4-[3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butenoyl]phenylmethyl]phthalimide and 0.12 g of nitromethane in 10 mL of acetonitrile, 0.23 g of 1,8-diazabicyclo[5,4,0]-7-undecene was added and the resultant reaction mixture was stirred at room temperature for 15 hours. After the completion of the reaction, 20 mL of water was added to the reaction mixture and the resultant reaction mixture was extracted with ethyl acetate (30 mL×2). The organic phase was dehydrated and dried over a saturated brine and anhydrous magnesium sulfate in this order and the solvent was distilled off under reduced pressure to obtain 0.90 g of the objective substance as a yellow resinoid.

Aufarbeitung

  1. customthe resultant reaction mixture
  2. additionwas added to the reaction mixture
  3. customthe resultant reaction mixture
  4. extractionwas extracted with ethyl acetate (30 mL×2)
  5. dry with materialdried over a saturated brine and anhydrous magnesium sulfate in this order
  6. distillationthe solvent was distilled off under reduced pressure
  7. customto obtain 0.90 g of the objective substance as a yellow resinoid

Quellen und Nachweise

ORD-Eintrag
ord-0f872f93af16433980b6548412036ddd
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268754B2

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