반응 #51933

반응 방정식

3-hydroxybenzaldehyde

potassium carbonate

1-bromo-2-(2-methoxyethoxy)ethane

→

title compound

수율 19.6%

3-[2-(2-Methoxyethoxy)ethoxy]benzaldehyde

수율 19.6%

용매

acetone

반응 조건

후처리

1. 1
   온도refluxed under nitrogen for 18 h
2. 2
   온도cooled
3. 3
   여과filtered
4. 4
   농축The filtrate is concentrated under reduced pressure
5. 5
   기타the residue partitioned between CH2Cl2 and 1N NaOH
6. 6
   추출The aqueous phase is extracted with two additional portions of CH2Cl2
7. 7
   건조the combined organic extracts dried (MgSO4)
8. 8
   농축concentrated under reduced pressure

실험 절차

A mixture of 3.66 g of 3-hydroxybenzaldehyde, 4.6 g of powdered potassium carbonate, and 5.5 g of 1-bromo-2-(2-methoxyethoxy)ethane in 40 ml of acetone is stirred and refluxed under nitrogen for 18 h, then cooled and filtered. The filtrate is concentrated under reduced pressure, and the residue partitioned between CH2Cl2 and 1N NaOH. The aqueous phase is extracted with two additional portions of CH2Cl2, and the combined organic extracts dried (MgSO4) and concentrated under reduced pressure. Flash chromatography of the residue on silica using 20% EtOAc in CH2Cl2 affords 1.32 g of the title compound as a pale yellow oil.

출처