تفاعل #59874

معادلة التفاعل

2-(hydroxymethyl)-1,3-propanediol

1,3-difluoroacetone

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

المردود 43.4%

(2,2-bis(fluoromethyl)-1,3-dioxan-5-yl)methanol

المردود 43.4%

المذيبات

triethylamine

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 2-(hydroxymethyl)-1,3-propanediol (2.2 g, 20.7 mmol), 1,3-difluoroacetone (3.89 g, 41.4 mmol), trimethyl orthoformate (3.44 ml, 20.7 mmol), and p-toluenesulfonic acid monohydrate (356 mg, 2.07 mmol) was stirred at 60° C. for 10 hours. After completion of the reaction, triethylamine (577 μl) 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 (1.6 g, yield: 43.4%) as a light yellow oil.

المصدر