Dichloromethane → 2-Chloro-3,4,5,6-tetramethoxybenzaldehyde

HRID 1527672

Reaktionsgleichung

Reaktionsgleichung von HRID 1527672
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[C:8]([O:15][CH3:16])=[CH:7][C:4]=1[CH:5]=[O:6].C(Cl)[Cl:18]>>[Cl:18][C:7]1[C:8]([O:15][CH3:16])=[C:9]([O:13][CH3:14])[C:10]([O:11][CH3:12])=[C:3]([O:2][CH3:1])[C:4]=1[CH:5]=[O:6]

Komponenten

3

Edukt 2

HCID 6344Dichloromethane2×HCID 6394122,3,4,5-Tetramethoxybenzaldehyde

Produkt 1

HCID 461798872-Chloro-3,4,5,6-tetramethoxybenzaldehydeAusbeute 97 %

Versuchsvorschrift

According to a general aryl chlorination procedure by Lopez-Alvarado,39 19 (0.767 g, 3.39 mmol) was dissolved in CH2Cl2 (10.0 mL) at room temperature and then SO2Cl2 (neat, 0.31 mL, 3.7 mmol) was added at room temperature. The reaction was stirred for 1 hour and monitored by 1H NMR for completion. The reaction was then diluted with CH2Cl2, washed with brine, dried over MgSO4, filtered, and condensed. The resulting oil was then purified by flash column chromatography (1:4 Et2O:hexanes) to provide 20 (0.861 g, 3.30 mmol, 97%) as a colorless oil.

Aufarbeitung

  1. washwashed with brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customcondensed
  5. customThe resulting oil was then purified by flash column chromatography (1:4 Et2O:hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-5c7bfab050e24190949009acdbd8cfe8
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09089605B2

Verknüpfte Notizen

Wird geladen…