N-ethyl carbazole → 3,6-Bis(4-chlorobutyryl)-N-ethylcarbazole

HRID 268140

Reaktionsgleichung

Reaktionsgleichung von HRID 268140
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[Cl:16][CH2:17][CH2:18][CH2:19][C:20](Cl)=[O:21].[Cl-:23].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:16][CH2:17][CH2:18][CH2:19][C:20]([C:7]1[CH:6]=[CH:5][C:4]2[N:3]([CH2:1][CH3:2])[C:15]3[C:10]([C:9]=2[CH:8]=1)=[CH:11][C:12]([C:20](=[O:21])[CH2:19][CH2:18][CH2:17][Cl:23])=[CH:13][CH:14]=3)=[O:21]

Komponenten

5

Edukt 3

HCID 6836N-ethyl carbazoleHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 123317903,6-Bis(4-chlorobutyryl)-N-ethylcarbazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 78.0g (0.4 mole) of N-ethylcarbazole and 141 g (1.0 mole) of 4-chlorobutyrylchloride in 1 l of methylene chloride, previously cooled to 0°C, 127.0 g (0.95 mole) of aluminum chloride was added portionwise. The mixture was stirred at room temperature for 16 hours, and the resulting complex was decomposed with concentrated HCl/ice. The organic layer was separated, washed with water, dried over magnesium sulfate and treated with pentane to precipitate the desired product which was recrystallized from acetone and then acetone-methanol. M.P. 106°-108°C, λmaxEtOH 259, E1cm1% 1030.

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. additiontreated with pentane
  5. customto precipitate the desired product which
  6. customwas recrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-24a8612ce08642c3adfc87b5f32975fe
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03946021

Verknüpfte Notizen

Wird geladen…