Water → Dimethomorph

HRID 2107310

Reaktionsgleichung

Reaktionsgleichung von HRID 2107310
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=2)=O)=[CH:4][CH:3]=1.[C:20]([N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1)(=[O:22])[CH3:21].[OH-].[K+].O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=2)=[CH:21][C:20]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[O:22])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 155434-AcetylmorpholineHCID 798751(4-Chlorophenyl)(3,4-dimethoxyphenyl)methanone

Produkt 1

HCID 86298DimethomorphAusbeute 8,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

6.92 g (25 mmol) 4-chloro-3',4'-dimethoxybenzophenone, 12.9 g (100 mmol) N-acetylmorpholine and 11.2 g (170 mmol) powdered potassium hydroxide (85%) were mixed well and allowed to stand at room temperature for 30 minutes, with occasional stirring. The viscous mass so obtained was then added to a vigorously stirred mixture of 100 ml water and 50 ml toluene. The toluene phase was dried and separated over a column containing 50 g silica gel using 150 ml each of 95:5, 90:10 and 80:20 toluene-acetone mixture as eluant. The fractions with an Rf value of 0.37 (Toluene/Acetone 7:3) were evaporated in a rotary evaporator, after which 0.8 g of the title compound were obtained by trituration with a little diisopropyl ether.

Aufarbeitung

  1. customThe viscous mass so obtained
  2. dry with materialThe toluene phase was dried
  3. customseparated over a column
  4. additioncontaining 50 g silica gel using 150 ml each of 95:5, 90:10 and 80:20 toluene-acetone mixture as eluant
  5. customThe fractions with an Rf value of 0.37 (Toluene/Acetone 7:3) were evaporated in a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-a1c17cf221ec4856b8c17b2dd7dcae03
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04933449

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