تفاعل #78863

ord-be9b708defd842e9a7ec73d09c922a8f

معادلة التفاعل

OCCOCCOCCOCCO
tetraethylene glycol
[Na+].[OH-]
NaOH
ClCc1ccccc1
benzyl chloride
OCCOCCOCCOCCOCc1ccccc1
title compound
المردود 71.0%
OCCOCCOCCOCCOCc1ccccc1
Tetraethylene Glycol Monobenzylether
المردود 71.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

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 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 non-polydispersed title compound as a yellow oil (6.21 g, 71% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06713452B2uspto-grants-2004_03