Imidazole → HCID 54125133, Verbindung

HRID 703690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 703690
[OH:1][C@@H:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[C:19]([Si:23]([CH3:26])([CH3:25])Cl)([CH3:22])([CH3:21])[CH3:20].N1C=CN=C1.O>CN(C=O)C>[O:1]([C@@H:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:3][C:4]([O:6][CH3:7])=[O:5])[Si:23]([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:26])[CH3:25]

Komponenten

6

Edukt 4

HCID 795ImidazoleHCID 962WaterHCID 28928tert-Butyldimethylsilyl chlorideHCID 11021563(S)-Methyl 3-hydroxytetradecanoate

Produkt 1

HCID 54125133HCID 54125133, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

12.9 g of methyl (S)-3-hydroxytetradecanoate are dissolved in 50 ml of DMF under argon 9.0 g of t-butyldimethylchlorosilane are added thereto, 8.5 g of imidazole are then added portionwise and the mixture is left to stir for 17 hours. The reaction mixture is poured into 300 ml of water and extracted three times with 50 ml of diethyl ether. The combined organic phases are dried, filtered and evaporated. By distillation at 140°-145° C./0.07 mm there is obtained methyl (S)-3-(t-butyldimethylsiloxy)tetradecanoate as a colourless oil.

Aufarbeitung

  1. additionare added
  2. waitthe mixture is left
  3. extractionextracted three times with 50 ml of diethyl ether
  4. customThe combined organic phases are dried
  5. filtrationfiltered
  6. customevaporated
  7. distillationBy distillation at 140°-145° C./0.07 mm there

Quellen und Nachweise

ORD-Eintrag
ord-e69bdbfec3d94c208e29eeb7e1582426
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04983746

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