Xanthene → HCID 12340280, Verbindung

HRID 436266

Reaktionsgleichung

Reaktionsgleichung von HRID 436266
[CH:1]1[C:14]2[CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Cl:15][CH2:16][CH2:17][CH2:18][C:19](Cl)=[O:20].[Cl-:22].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:15][CH2:16][CH2:17][CH2:18][C:19]([C:10]1[CH:9]=[CH:8][C:7]2[O:6][C:5]3[C:14](=[CH:1][C:2]([C:5](=[O:6])[CH2:4][CH2:3][CH2:2][Cl:22])=[CH:3][CH:4]=3)[CH2:13][C:12]=2[CH:11]=1)=[O:20]

Komponenten

5

Edukt 3

HCID 7107XantheneHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 12340280HCID 12340280, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-20 °C

Versuchsvorschrift

To a mixture of 91.1 g (0.5 mole) of xanthene, 176.3 g (1.25 moles) of 4-chlorobutyryl chloride and 3 liters of dry methylene chloride, chilled to -20° C., is slowly added over a 30 minute period 146.7 g (1.1 moles) of aluminum chloride, during which the temperature is maintained below -10° C. Following the addition, the reaction temperature is slowly permitted to rise to room temperature and then refluxed for an additional 4 hours. Upon cooling, the mixture is decomposed by cautiously pouring into 2 liters of an ice-water mixture. The liquid layers are separated and the aqueous layer extracted with methylene chloride. The combined organic layers are evaporated to a small volume and cooled. The resulting 2,7-bis(4-chlorobutyryl)xanthene so obtained is recrystallized from acetone to yield the desired product having a m.p. 131°-2° C.

Aufarbeitung

  1. temperatureduring which the temperature is maintained below -10° C
  2. additionthe addition
  3. customto rise to room temperature
  4. temperaturerefluxed for an additional 4 hours
  5. temperatureUpon cooling
  6. customThe liquid layers are separated
  7. extractionthe aqueous layer extracted with methylene chloride
  8. customThe combined organic layers are evaporated to a small volume
  9. temperaturecooled

Quellen und Nachweise

ORD-Eintrag
ord-6ebed5772b754d6f82891ac97ce2b3ab
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04008240

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