Sulfuric Acid → Methyl 4-formylmethyloxybenzoate

HRID 359069Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 359069
C([O:3][CH:4](OCC)[CH2:5][O:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][CH:8]=1)C.S(=O)(=O)(O)O>O1CCOCC1>[CH:4]([CH2:5][O:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][CH:8]=1)=[O:3]

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 10084384Methyl 4-(2,2-diethoxyethoxy)benzoate

Produkt 1

HCID 11636984Methyl 4-formylmethyloxybenzoateAusbeute 92,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Methyl 4-(2,2-diethoxyethoxy)benzoate (36.29 g) was dissolved in dioxane (100 ml), added thereto 2N sulfuric acid (200 ml), and the mixture was heated with stirring at 70° C. for 6 hours. After concentrated under reduced pressure to about half volume, it was diluted with water in two fold, and concentrated again under reduced pressure. The precipitate was collected by filtration, and washed successively with aqueous sodium hydrogencarbonate solution and water to give methyl 4-formylmethoxybenzoate (24.39 g). mp. 58°-60° C.

Aufarbeitung

  1. additionadded
  2. concentrationAfter concentrated under reduced pressure to about half volume, it
  3. additionwas diluted with water in two fold
  4. concentrationconcentrated again under reduced pressure
  5. filtrationThe precipitate was collected by filtration
  6. washwashed successively with aqueous sodium hydrogencarbonate solution and water

Quellen und Nachweise

ORD-Eintrag
ord-0927a61171e64dccacce81c9d49f6f22
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999378

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