Chromic Acid → HCID 13645870, Verbindung

HRID 1982267Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1982267
[C:1]([O:4][CH2:5][CH:6]1[O:11][C:10]2[C:12]([Cl:19])=[C:13]([Cl:18])[CH:14]=[C:15]([CH:16]=[O:17])[C:9]=2[O:8][CH2:7]1)(=[O:3])[CH3:2].[Cr](O)(O)(=O)=[O:21]>CC(C)=O>[C:1]([O:4][CH2:5][CH:6]1[O:11][C:10]2[C:12]([Cl:19])=[C:13]([Cl:18])[CH:14]=[C:15]([C:16]([OH:21])=[O:17])[C:9]=2[O:8][CH2:7]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 24425Chromic AcidHCID 13645808HCID 13645808, Verbindung

Produkt 1

HCID 13645870HCID 13645870, VerbindungAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 1.03 g of 2-acetoxymethyl-7,8-dichloro-1,4-benzodioxane-5-carbaldehyde (Ia-a-39) in 70 ml of acetone is added 2 ml of 8N-chromic acid/sulfric acid. The mixture is stirred at room temperature for about 2.5 hours and then filtered after the confirmation by TLC that no starting material is remained. The filtrate is concentrated under reduced pressure to give a residue, which is extracted with dichloromethane. The organic layer is washed with water and evaporated to give 1.004 g (93%) of 2-acetoxymethyl-7,8-dichloro-1,4-benzodioxane-5-carboxylic acid (Ia-a-43: R3 '=Ac), which is recrystallized from dichloromethane/ether to yield crystals, m.p. 144°-145° C.

Aufarbeitung

  1. filtrationfiltered after the confirmation by TLC that no starting material
  2. concentrationThe filtrate is concentrated under reduced pressure
  3. customto give a residue, which
  4. extractionis extracted with dichloromethane
  5. washThe organic layer is washed with water
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-90cae9718e6c4d91808bfef5a7b494d4
Quelldatensatz
uspto-grants-1986_06
Patentnummer
US04595767

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