(Chloromethyl)(4-chlorophenyl)dimethylsilane → (4-Chlorophenyl)dimethyl(1H-imidazol-1-ylmethyl)silane

HRID 2413307

Reaktionsgleichung

Reaktionsgleichung von HRID 2413307
Cl[CH2:2][Si:3]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)([CH3:5])[CH3:4].[Na].[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>CN(C)C=O.O>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([Si:3]([CH3:5])([CH3:4])[CH2:2][N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[CH:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 2733089(Chloromethyl)(4-chlorophenyl)dimethylsilaneHCID 57373095Imidazole sodium

Produkt 1

HCID 20430362(4-Chlorophenyl)dimethyl(1H-imidazol-1-ylmethyl)silaneAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2.2 g (0.010 mol) of chloromethyl(4-chlorophenyl)dimethylsilane and 1.1 g (0.012 mol) of imidazole sodium salt in 5 ml of dimethylformamide was stirred at 80°-90° for 2 hours, cooled, diluted with water, and extracted with ether. The ether solution was washed with water and brine, dried over magnesium sulfate, and evaporated to leave 2.0 g (81%) of the title compound as a yellow liquid: nD20 1.5472; ir (neat) 1560, 1495, 1480, 1375, 1250, 1105, 1080, 905, 830, 810, 740 cm-1 ; nmr (CDCl3) 0.3 (6H, s), 3.6 (2H, s), 6.6 (1H, broad s), 6.9 (1H, broad s), 7.1 (1H, broad s), 7.3 (4H, s).

Aufarbeitung

  1. temperaturecooled
  2. extractionextracted with ether
  3. washThe ether solution was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7f7f78be48114def9b364ce1bab25c3c
Quelldatensatz
uspto-grants-1985_01
Patentnummer
US04496551

Verknüpfte Notizen

Wird geladen…