Hexane → (S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chloride

HRID 335646Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 335646
C([Li])(C)(C)C.CCCCCC.I[C:13](=[CH2:22])[CH2:14][C@H:15]1[CH2:19][O:18][C:17]([CH3:21])([CH3:20])[O:16]1.[S:23](Cl)([Cl:26])(=[O:25])=[O:24]>C(OCC)C>[CH3:20][C:17]1([CH3:21])[O:16][C@@H:15]([CH2:14][C:13]([S:23]([Cl:26])(=[O:25])=[O:24])=[CH2:22])[CH2:19][O:18]1

Komponenten

6

Edukt 4

HCID 8058HexaneHCID 24648Sulfuryl chlorideHCID 86667891(S)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolaneHCID 178418306HCID 178418306, Verbindung

Produkt 1

HCID 50914396(S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

A solution of tert-butyl lithium in hexane (1.7M, 2 eq) is added dropwise to a solution of (S)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolane (1 eq) in diethyl ether at −78° C., and the reaction stirred at −78° C. for 30 min. Sulfuryl dichloride (1 eq) is added, the mixture warmed to room temperature and the solvents removed under reduced pressure.

Aufarbeitung

  1. temperaturethe mixture warmed to room temperature
  2. customthe solvents removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a2fd20f564be4e7f911d8f9e03821a81
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08884058B2

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