تفاعل #59878

معادلة التفاعل

triethylamine

ethyl 3-oxohexanoate

1,3-propanediol

trimethyl orthoformate

→

title compound

المردود 80.5%

Ethyl(2-propyl-1,3-dioxan-2-yl)acetate

المردود 80.5%

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added to the reaction mixture which
2. 2
   تركيزwas then concentrated
3. 3
   أخرىThe residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

الإجراء التجريبي

A mixture of ethyl 3-oxohexanoate (5 g, 31.6 mmol), 1,3-propanediol (3.61 g, 47.4 mmol), trimethyl orthoformate (5.78 ml, 34.8 mmol), and p-toluenesulfonic acid monohydrate (272 mg, 1.58 mmol) was stirred at room temperature for 22 hours. After completion of the reaction, triethylamine (881 μl, 6.32 mmol) was added to the reaction mixture which was then concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (5.5 g, yield: 80.5%) as a light yellow oil.

المصدر