Water → 2-Methoxy-6-methylbenzaldehyde

HRID 594283

Reaktionsgleichung

Reaktionsgleichung von HRID 594283
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[CH3:10].C(Cl)Cl.[OH2:14]>CC#N>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[CH:10]=[O:14]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6344DichloromethaneHCID 762692,3-Dimethylanisole

Produkt 1

HCID 6402382-Methoxy-6-methylbenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of commercially available 1-methoxy-2,3-dimethylbenzene (10.000 g; 73.40 mmol), copper(II) sulfate pentahydrate CuSO4.5H2O (18.334 g; 73.40 mmol), and potassium peroxodisulfate K2S2O8 (59.547 g; 220.00 mmol) in MeCN (250 ml) and water (250 ml) was heated at reflux, under nitrogen, for 30 min. After cooling to rt, DCM was added and the aq. layer was further extracted with DCM. The mixed organic layers were dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (heptane/AcOEt=9/1) afforded 2-methoxy-6-methylbenzaldehyde as a yellow oil. LC-MS (conditions A): tR=0.70 min.; no ionisation.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux, under nitrogen, for 30 min
  3. extractionthe aq. layer was further extracted with DCM
  4. dry with materialThe mixed organic layers were dried over anh. MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure
  7. customPurification by FC (heptane/AcOEt=9/1)

Quellen und Nachweise

ORD-Eintrag
ord-76dc102537034941a646f52f11a5e0eb
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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