반응 #1519088

ord-f50a65ea9d82439a87ab5aa7b33b6c07

반응 방정식

OCCOCCOCCOCCO
tetraethylene glycol
[Na+].[OH-]
NaOH
ClCc1ccccc1
benzyl chloride
OCCOCCOCCOCCOCc1ccccc1
compound 23
수율 71.0%
OCCOCCOCCOCCOCc1ccccc1
Tetraethylene glycol monobenzylether
수율 71.0%

용매

반응 조건

온도
100°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07611864B2uspto-grants-2009_11