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Acetone → HCID 19352275, Verbindung

HRID 726883
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 726883
[Cl-:1].[Al+3].[Cl-].[Cl-].[CH3:5][O:6][C:7]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:15][CH2:16][CH:17]1[C:21](=[O:22])OC(=O)[N:18]1[CH3:24].O.CC(C)=O>C(Cl)Cl>[ClH:1].[CH3:5][O:6][C:7]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[C:9]2[C:8]=1[CH2:15][CH2:16][CH:17]([NH:18][CH3:24])[C:21]2=[O:22]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 19352280HCID 19352280, Verbindung

Produkt 1

HCID 19352275HCID 19352275, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

12.5 g of anhydrous aluminium chloride (0.094 mole) in 200 ml of methylene chloride are placed into a 3 l round-bottomed flask, under nitrogen atmosphere, cooling to 0° C., then 12.5 g of 4-[2-(2,3-Dimethoxyphenyl)-ethyl]-N-methyl -2,5-oxazolidindione dissolved in 200 ml of methylene chloride are added in about 10 minutes, keeping T<10° C. The mixture is stirred for 30 minutes at T<10° C., then for 1 hour a room temperature. The mixture is cooled again at 0° C. and 200 ml of water are dropped therein, keeping T<20° C., then the mixture is stirred at room temperature for about 1 hour and the organic phase is separated and extracted with water (3×400 ml). The combined aqueous phases are slowly alkalinized with 400 ml of a 20% KHCO3 solution and extracted with 3×400 ml of chloroform. The organic phase is then dried over sodium sulphate, filtered, markedly acidified with methanolic HCl (1M) and evaporated to dryness to obtain a waxy compound, which is taken up into 150 ml of acetone a 50° C., stirred for one hour under stirring and left to stand overnight, then is filtered and dried under vacuum at room temperature. Yield: 8.2 g, 67% (moles); TLC: methylene chloride/methanol, 90/10; Rf=0.35; M.p.=208°-209° C.

Aufarbeitung

  1. additionare added in about 10 minutes
  2. customT<10° C
  3. waitfor 1 hour a room temperature
  4. temperatureThe mixture is cooled again at 0° C.
  5. customT<20° C.
  6. stirringthe mixture is stirred at room temperature for about 1 hour
  7. customthe organic phase is separated
  8. extractionextracted with water (3×400 ml)
  9. extractionextracted with 3×400 ml of chloroform
  10. dry with materialThe organic phase is then dried over sodium sulphate
  11. filtrationfiltered
  12. customevaporated to dryness
  13. customto obtain a waxy compound, which
  14. stirringstirred for one hour
  15. stirringunder stirring
  16. waitleft
  17. waitto stand overnight
  18. filtrationis filtered
  19. customdried under vacuum at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-e5b6cd2b8f06443388a3310ad1055064
Quelldatensatz
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05710336

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