Carbon Tetrachloride → HCID 67759749, Verbindung

HRID 1609528

Reaktionsgleichung

Reaktionsgleichung von HRID 1609528
Cl[C:2]1[CH:19]=[C:18](C)[CH:17]=[CH:16][C:3]=1[O:4][CH:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([O:8][CH3:9])=[O:7].[Br:21]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C.[C:41]([Cl:45])(Cl)(Cl)Cl>>[Cl:45][C:41]1[C:17]([CH3:16])=[C:18]([Br:21])[CH:19]=[CH:2][C:3]=1[O:4][CH:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([O:8][CH3:9])=[O:7]

Komponenten

5

Edukt 4

HCID 5943Carbon TetrachlorideHCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimide2×HCID 19385673Methyl 2-(2-chloro-4-methylphenoxy)-2-phenylacetate

Produkt 1

HCID 67759749HCID 67759749, VerbindungAusbeute 34 %

Versuchsvorschrift

To a solution of 1.70 g (5.86 mmol) of the product from Step A dissolved in 20 mL of CCl4 was added 1.04 g (5.86 mmol) of N-bromosuccinimide and 50 mg (catalytic amount) of AIBN. The reaction mixture was stirred and heated at reflux for 7 hours, then an additional 0.20 g of NBS was added. The reaction was refluxed for 48 hours, then cooled and concentrated in vacuo. The residue was purified on a silica gel flash chromatography column eluted with 10% ethyl acetate/hexane to afford 0.730 g (34%) of the title compound.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 7 hours
  3. temperatureThe reaction was refluxed for 48 hours
  4. temperaturecooled
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified on a silica gel flash chromatography column
  7. washeluted with 10% ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-494c3d154f224e15bb3c1235bc13b122
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05401745

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