Phosphorus oxychloride → 2,5-Dimethoxy-4-methylbenzaldehyde

HRID 493193

Reaktionsgleichung

Reaktionsgleichung von HRID 493193
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[CH3:11].O=P(Cl)(Cl)Cl.CN(C1C=CC=CC=1)[CH:19]=[O:20]>>[CH3:10][O:9][C:6]1[CH:5]=[C:4]([CH3:11])[C:3]([O:2][CH3:1])=[CH:8][C:7]=1[CH:19]=[O:20]

Komponenten

4

Edukt 3

HCID 24813Phosphorus oxychlorideHCID 66737N-MethylformanilideHCID 905522,5-Dimethoxytoluene

Produkt 1

HCID 6020192,5-Dimethoxy-4-methylbenzaldehyde

Versuchsvorschrift

To a solution of 2,5-dimethoxytoluene (4.66 g, 30.6 mmol) in 60 mL of N-methyl-N-phenyl-formamide was added at 0° C. POCl3 (8.41 mL, 3 eq.), and the mixture was heated for 60 Min. to 80° C. After cooling, the reaction mixture was poured onto crashed ice, twofold extracted with AcOEt, washed with water, dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=9/1) afforded 4.153 g of the title compound as off-white solid.

Aufarbeitung

  1. customto 80° C
  2. temperatureAfter cooling
  3. additionthe reaction mixture was poured
  4. extractiontwofold extracted with AcOEt
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-fd48ddd0fdfa42f486351990e9793359
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534788B2

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