Imidazole → 7-Chloro-4-methyl-4-trimethylsilyloxy-1-heptyne

HRID 126704Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 126704
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([OH:10])([CH3:9])[CH2:6][C:7]#[CH:8].CN(C)C=O.N1C=CN=C1.Cl[Si:22]([CH3:25])([CH3:24])[CH3:23]>O>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([CH3:9])([O:10][Si:22]([CH3:25])([CH3:24])[CH3:23])[CH2:6][C:7]#[CH:8]

Komponenten

6

Edukt 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 128987397-Chloro-4-hydroxy-4-methyl-1-heptyne

Produkt 1

HCID 128987407-Chloro-4-methyl-4-trimethylsilyloxy-1-heptyne

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 7-chloro-4-hydroxy-4-methyl-1-heptyne in 80 ml. of dimethylformamide at 0° C., is added 43.8 g. (0.644 moles) of imidazole and 35.02 g. (0.322 moles of) chlorotrimethylsilane. The mixture is stirred at room temperature for 45 minutes, poured into water and extracted with hexane. The hexane solution is washed with dilute sodium bicarbonate solution, dried over magnesium sulfate and the solvent removed leaving an orange liquid. This liquid is distilled giving the desired product in the fraction boiling at 83°-88° C., 1.5 mm. as a colorless liquid.

Aufarbeitung

  1. extractionextracted with hexane
  2. washThe hexane solution is washed with dilute sodium bicarbonate solution
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent removed
  5. customleaving an orange liquid
  6. distillationThis liquid is distilled

Quellen und Nachweise

ORD-Eintrag
ord-d1e166c13c174a6c83e8b1a0087a4f0b
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254036

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