4-Toluenesulfonyl chloride → Ethanol, 2-methoxy-, 1-(4-methylbenzenesulfonate)

HRID 41064

Reaktionsgleichung

Reaktionsgleichung von HRID 41064
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH3:12][O:13][CH2:14][CH2:15][OH:16]>N1C=CC=CC=1>[CH3:12][O:13][CH2:14][CH2:15][O:16][S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)(=[O:9])=[O:8]

Komponenten

4

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 80192-Methoxyethanol

Produkt 1

HCID 86977Ethanol, 2-methoxy-, 1-(4-methylbenzenesulfonate)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A slurry of p-toluenesulfonyl chloride (205 g, 1.08 mol) and pyridine (150 mL) is stirred under an argon atmosphere. The temperature is maintained below 5° C. (ice-water bath), while ethylene glycol monomethyl ether (80 ml, 1 mol) is added slowly from a dropping funnel. After the addition is complete, the mixture is stirred for 1 h below 5° C. The mixture is poured into ice-water (1 L) and is extracted with dichloromethane (1.2 l). The organic layer is washed with ice-cold 6 M HCl (3×350 ml), and is reduced to a minimum volume by evaporation in vacuo.

Aufarbeitung

  1. additionAfter the addition
  2. extractionis extracted with dichloromethane (1.2 l)
  3. washThe organic layer is washed with ice-cold 6 M HCl (3×350 ml)
  4. customis reduced to a minimum volume by evaporation in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-16933a30e3d54748861e863f07157d72
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530493B2

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