Reaktion #53271

Reaktionsgleichung

tetraethylene glycol

NaOH

benzyl chloride

→

title compound

Ausbeute 71.0%

Tetraethylene glycol monobenzylether

Ausbeute 71.0%

Lösungsmittel

NaCl

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred overnight
2. 2
   TemperaturThe reaction mixture was cooled to room temperature
3. 3
   Waschenwashed CH2Cl2 (2×200 mL)
4. 4
   Waschenwashed sat. NaCl, dried MgSO4
5. 5
   Sonstigechromatographed (silica, ethyl acetate)

Vorschrift

To the oil of non-polydispersed tetraethylene glycol (19.4 g, 0.10 mol) was added a solution of NaOH (4.0 in 4.0 mL) and the reaction was stirred for 15 min. Then benzyl chloride (3.54 mL, 30.8 mmol) was added and the reaction mixture was heated to 100° C. and stirred overnight. The reaction mixture was cooled to room temperature, diluted with sat. NaCl (250 mL), and washed CH2Cl2 (2×200 mL). The organic layers were combined, washed sat. NaCl, dried MgSO4, and chromatographed (silica, ethyl acetate) to afford the non-polydispersed title compound as a yellow oil (6.21 g, 71% yield).

Quelle