تفاعل #53271

معادلة التفاعل

tetraethylene glycol

NaOH

benzyl chloride

→

title compound

المردود 71.0%

Tetraethylene glycol monobenzylether

المردود 71.0%

المذيبات

NaCl

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر