반응 #59967

반응 방정식

1-benzyloxy-2-propanone

ethylene glycol

triethyl orthoformate

→

title compound

수율 90.5%

2-((benzyloxy)methyl)-2-methyl-1,3-dioxolane

수율 90.5%

용매

sodium hydrogen carbonate

반응 조건

후처리

1. 1
   추출the mixture was extracted twice with chloroform (50 ml)
2. 2
   건조the organic layer was dried over anhydrous sodium sulfate
3. 3
   농축concentrated
4. 4
   기타The crude product was purified by silica gel column chromatography (NH silica gel, elution solvent: heptane/ethyl acetate=1/0 to 4/1 gradient)
5. 5
   농축Desired fractions were concentrated

실험 절차

A mixture of 1-benzyloxy-2-propanone (4.94 g, 30.1 mmol), ethylene glycol (20 ml, 359 mmol), triethyl orthoformate (5 ml, 30.1 mmol), and p-toluenesulfonic acid monohydrate (130 mg, 0.683 mmol) was stirred at room temperature for 61.5 hours. To the reaction mixture, a saturated aqueous sodium hydrogen carbonate solution (20 ml) was added and the mixture was extracted twice with chloroform (50 ml) and the organic layer was dried over anhydrous sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography (NH silica gel, elution solvent: heptane/ethyl acetate=1/0 to 4/1 gradient). Desired fractions were concentrated to obtain the title compound (5.67 g, 90.5% yield) as a colorless oil.

출처