Bromine → HCID 21185533, Verbindung

HRID 1384047

Reaktionsgleichung

Reaktionsgleichung von HRID 1384047
[Br:1]Br.[CH3:3][O:4][C:5]1[CH:6]=[C:7]([P:15](=[O:22])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18])[CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12].C([O-])(O)=O.[Na+]>C(O)(=O)C>[Br:1][C:6]1[C:5]([O:4][CH3:3])=[C:10]([O:11][CH3:12])[C:9]([O:13][CH3:14])=[CH:8][C:7]=1[P:15](=[O:22])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18]

Komponenten

5

Edukt 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 21185491Diethyl 3,4,5-trimethoxyphenylphosphonate

Produkt 1

HCID 21185533HCID 21185533, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

A solution of bromine (10 mmol) in 10 mL of acetic acid is added dropwise to a solution of ester 11 (10 mmol) in 10 mL of acetic acid cooled by an ice water bath. After the red color of the resulting mixture is discharged, the mixture is poured into saturated NaHCO3 (100 mL) and extracted with ethyl acetate (3×100 mL). The combined organic phases are washed with 100 mL portions of 5% NaHCO3 until no further gas evolution is apparent. The organic phases are then washed with brine (100 mL), dried over anhydrous MgSO4, and concentrated in vacuo. The mixture is purified by flash chromatography to give the product as a pale yellow solid.

Aufarbeitung

  1. temperaturecooled by an ice water bath
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. washThe combined organic phases are washed with 100 mL portions of 5% NaHCO3 until no further gas evolution
  4. washThe organic phases are then washed with brine (100 mL)
  5. dry with materialdried over anhydrous MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe mixture is purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-702929a001ca4b3f906d225203390d9a
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06258360B1

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