Hexamethylenetetramine → 4-Hydroxy-3-methoxy-5-(trifluoromethyl)benzaldehyde

HRID 1088878Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1088878
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[C:4]=1[OH:13].C1N2CN3CN(C2)CN1C3.FC(F)(F)[C:26](O)=[O:27]>>[OH:13][C:4]1[C:5]([C:9]([F:11])([F:10])[F:12])=[CH:6][C:7]([CH:26]=[O:27])=[CH:8][C:3]=1[O:2][CH3:1]

Komponenten

4

Edukt 3

HCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 151333362-Methoxy-6-(trifluoromethyl)phenol

Produkt 1

HCID 193891994-Hydroxy-3-methoxy-5-(trifluoromethyl)benzaldehyde

Versuchsvorschrift

A solution containing 1.9 g of 2-methoxy-6-trifluoromethylphenol and 1.4 g of hexamethylenetetramine in 20 ml of trifluoroacetic acid was refluxed for 1 h. The solvent was removed in reduced pressure, 50 ml of 1 N hydrochloric acid was added to the residue and the solution was extracted with dichloromethane. Most part of the solvent was evaporated in vacuo and petroleum ether was added, whereupon the product crystallized. Yield 0.7 g (32%), m.p. 151°-152° C.

Aufarbeitung

  1. temperaturewas refluxed for 1 h
  2. customThe solvent was removed in reduced pressure, 50 ml of 1 N hydrochloric acid
  3. additionwas added to the residue
  4. extractionthe solution was extracted with dichloromethane
  5. customMost part of the solvent was evaporated in vacuo and petroleum ether
  6. additionwas added, whereupon the product
  7. customcrystallized

Quellen und Nachweise

ORD-Eintrag
ord-b9f9c015007847f4a55d8148e68249b2
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04963590

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