4-Toluenesulfonyl chloride → 2,2-Dimethyl-4-(4-p-toluenesulfonyloxybutyl)-1,3-dioxolane

HRID 1577683Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1577683
[CH3:1][C:2]1([CH3:12])[O:6][CH:5]([CH2:7][CH2:8][CH2:9][CH2:10][OH:11])[CH2:4][O:3]1.[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>N1C=CC=CC=1>[CH3:1][C:2]1([CH3:12])[O:6][CH:5]([CH2:7][CH2:8][CH2:9][CH2:10][O:11][S:19]([C:16]2[CH:17]=[CH:18][C:13]([CH3:23])=[CH:14][CH:15]=2)(=[O:21])=[O:20])[CH2:4][O:3]1

Komponenten

4

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 2366824-(2,2-Dimethyl-1,3-dioxolan-4-yl)butan-1-ol

Produkt 1

HCID 127708652,2-Dimethyl-4-(4-p-toluenesulfonyloxybutyl)-1,3-dioxolane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a stirred, ice-cold solution of 6.97 g. of 2,2-dimethyl-4-(4-hydroxybutyl)-1,3-dioxolane [Chem. Abstr., 67, 32617f (1967)] in 40 ml. of pyridine is added 9.2 g. of p-toluenesulfonyl chloride. The mixture is kept at 0°-5° C. overnight, diluted with ice water, and extracted with ether. The extract is washed successively with water, sodium bicarbonate, water, and brine. The extract is dried over magnesium sulfate and concentrated to give a syrup; pmr (CDCl3) δ 2.50 (singlet).

Aufarbeitung

  1. extractionextracted with ether
  2. washThe extract is washed successively with water, sodium bicarbonate, water, and brine
  3. dry with materialThe extract is dried over magnesium sulfate
  4. concentrationconcentrated
  5. customto give a syrup

Quellen und Nachweise

ORD-Eintrag
ord-a36b6540f36f491a8f9d4fb03b1d28f5
Quelldatensatz
uspto-grants-1981_09
Patentnummer
US04288629

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