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

HRID 1577694Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1577694
[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-16fec8d0e2f043778dafdf561691417a
Quelldatensatz
uspto-grants-1981_09
Patentnummer
US04288633

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