تفاعل #360566

معادلة التفاعل

4-bromo-3,5-dimethylphenol

potassium iodide

potassium carbonate

2-chloroethyl ethyl ether

→

title compound

المردود 98.0%

2-bromo-5-(2-ethoxyethoxy)-1,3-dimethylbenzene

المردود 98.0%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at 70° C. for 2 days
2. 2
   درجة الحرارةThe reaction mixture was cooled
3. 3
   تركيزconcentrated under reduced pressure
4. 4
   أخرىThe residue was partitioned between ethyl acetate and water
5. 5
   غسيلThe organic layer was washed with saturated brine
6. 6
   تجفيفdried over magnesium sulfate
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=19/1)

الإجراء التجريبي

To a solution of 4-bromo-3,5-dimethylphenol (12 g, 59.7 mmol), potassium iodide (1.5 g, 9.0 mmol) and potassium carbonate (9.9 g, 71.6 mmol) in N,N-dimethylformamide (80 mL) was added 2-chloroethyl ethyl ether (9.7 g, 89.3 mmol) at room temperature with stirring and the mixture was stirred at 70° C. for 2 days. The reaction mixture was cooled and concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=19/1) to give the title compound (15.9 g, yield 98%) as a yellow oil.

المصدر