تفاعل #2307976
ord-8f034803020545ce959e5097f5fb4bb6
معادلة التفاعل
tetraethylene glycol
NaOH
benzyl chloride
→
compound 23
المردود 71.0%
Tetraethylene glycol monobenzylether
المردود 71.0%
المتفاعلات
الكواشف
لا شيء
المذيبات
ظروف التفاعل
درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1workup.STIRRINGstirred overnight
- 2درجة الحرارةThe reaction mixture was cooled to room temperature
- 3غسيلwashed CH2Cl2 (2×200 mL)
- 4غسيلwashed sat. NaCl, dried MgSO4
- 5أخرىchromatographed (silica, ethyl acetate)
الإجراء التجريبي
To the oil of monodispersed tetraethylene glycol (19.4 g, 0.10 mol) was added a solution of NaOH (4.0 g in 4.0 mL) and the reaction was stirred for 15 mm. 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 monodispersed compound 23 as a yellow oil (6.21 g, 71% yield).