تفاعل #438718

معادلة التفاعل

ethyl 4-bromobenzoate

(4-n-pentyloxyphenyl)acetylene

→

ethyl 4-(4-n-pentyloxyphenylethynyl)benzoate

المردود 35.2%

المذيبات

triethylamine

pyridine

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   ترشيحthe precipitate was filtered off
3. 3
   أخرىthe filtrate was evaporated under reduced pressure
4. 4
   غسيلthe solution was washed successively with 1N HCl, water, brine
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   أخرىThe solvents were removed under reduced pressure
7. 7
   أخرىthe residue was triturated with acetonitrile
8. 8
   ترشيحcollected by filtration
9. 9
   أخرىdried under reduced pressure

الإجراء التجريبي

To a suspension of ethyl 4-bromobenzoate (1.37 g), (4-n-pentyloxyphenyl)acetylene (565 mg), triphenylphosphine (16 mg) and copper(I) iodide (6 mg) in triethylamine (10 ml) and pyridine (4 ml) was added palladium(II) chloride bis(triphenylphosphine) (21 mg) and the reaction mixture was stirred for 24 hours at 80° C. After cooling, the precipitate was filtered off, and the filtrate was evaporated under reduced pressure. The residue was taken up to dichloromethane, and the solution was washed successively with 1N HCl, water, brine and dried over magnesium sulfate. The solvents were removed under reduced pressure and the residue was triturated with acetonitrile, collected by filtration and dried under reduced pressure to give ethyl 4-(4-n-pentyloxyphenylethynyl)benzoate (355 mg).

المصدر