9,10-Dihydro-9,10-methanoanthracene-9-carboxaldehyde → 9,10-Dihydro-9,10-methano-9-anthracenecarboxylic acid

HRID 27957Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 27957
[CH:1]([C:3]12[CH2:17][CH:10]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=31)[C:9]1[C:4]2=[CH:5][CH:6]=[CH:7][CH:8]=1)=[O:2].CC(C)=[O:20].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O.O>[CH:5]1[C:4]2[C:3]3([C:1]([OH:20])=[O:2])[CH2:17][CH:10]([C:11]4[C:16]3=[CH:15][CH:14]=[CH:13][CH:12]=4)[C:9]=2[CH:8]=[CH:7][CH:6]=1

Komponenten

5

Edukt 2

HCID 124041419,10-Dihydro-9,10-methanoanthracene-9-carboxaldehydeHCID 131709961Jones' reagent

Produkt 1

HCID 125071199,10-Dihydro-9,10-methano-9-anthracenecarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 9-formyl-9,10-dihydro-9,10-methanoanthracene (3.5 g) in acetone (17 ml) was dropwise added Jones' reagent (5.0 ml) at room temperature. The reaction mixture was stirred at room temperature for 1 hour, diluted with water and extracted with ethyl acetate. The ethyl acetate extract was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness to give 9,10-dihydro-9,10-methanoanthracene-9-carboxylic acid. M.P. 199.5°-200.5° C.

Aufarbeitung

  1. customat room temperature
  2. extractionextracted with ethyl acetate
  3. extractionThe ethyl acetate extract
  4. washwas washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-d3683597ab7d47bfbec6414f5d435c33
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04224344

Notizen zur Reaktion

Wird geladen…