반응 #1519088
ord-f50a65ea9d82439a87ab5aa7b33b6c07
반응 방정식
tetraethylene glycol
NaOH
benzyl chloride
→
compound 23
수율 71.0%
Tetraethylene glycol monobenzylether
수율 71.0%
용매
반응 조건
온도
100°CELSIUS
상세 조건
See reaction.notes.procedure_details.
후처리
- 1workup.STIRRINGstirred overnight
- 2온도The reaction mixture was cooled to room temperature
- 3세척washed CH2Cl2 (2×200 mL)
- 4세척washed sat. NaCl, dried MgSO4
- 5기타chromatographed (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).