tert-Butanol → 1,4-Bis(4-chloro-3-nitrophenyl)butane-1,4-dione

HRID 2364781

Reaktionsgleichung

Reaktionsgleichung von HRID 2364781
C(NCC)C.C(O)(C)(C)C.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:20])[CH3:19])=[CH:14][C:13]=1[N+:21]([O-:23])=[O:22].Br[CH2:25][C:26]([C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([N+:35]([O-:37])=[O:36])[CH:29]=1)=[O:27]>C1C=CC=CC=1.[Cl-].[Zn+2].[Cl-]>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:20])[CH2:19][CH2:25][C:26]([C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([N+:35]([O-:37])=[O:36])[CH:29]=2)=[O:27])=[CH:14][C:13]=1[N+:21]([O-:23])=[O:22]

Komponenten

7

Edukt 4

HCID 6386tert-ButanolHCID 8021DiethylamineHCID 795964'-Chloro-3'-nitroacetophenoneHCID 27783302-Bromo-1-(4-chloro-3-nitrophenyl)ethan-1-one

Produkt 1

HCID 866490991,4-Bis(4-chloro-3-nitrophenyl)butane-1,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

Zinc chloride (27.4 g, 201 mmol), diethylamine (15.6 mL, 151 mmol) and t-butanol (14.4 mL, 151 mmol) were combined in benzene (151 mL) at room temperature under a nitrogen atmosphere and stirred for 2 h. 1-(4-chloro-3-nitrophenyl)ethanone (30.1 g, 151 mmol) and 2-bromo-1-(4-chloro-3-nitrophenyl)ethanone (28 g, 101 mmol) were added. The mixture was stirred vigorously for 20 h, and the solid product was collected by filteration and rinsed with benzene, water, methanol, and dichloromethane. The solid was dried in a vacuum oven.

Aufarbeitung

  1. stirringThe mixture was stirred vigorously for 20 h
  2. customthe solid product was collected by filteration
  3. washrinsed with benzene, water, methanol, and dichloromethane
  4. customThe solid was dried in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-108a162284974588bcea8ba907eebf9d
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691938B2

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