تفاعل #3161

معادلة التفاعل

sodium carbonate

2-octylcoumaran-5-boronic acid

2-chloro-5-decylpyrimidine

benzene

→

5-(5-decylpyrimidine-2-yl)-2-octylcoumaran

المردود 23.9%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةby refluxing for 5.5 hours
2. 2
   أخرىAfter the reaction
3. 3
   استخلاصsubjected to extraction with ethyl acetate
4. 4
   غسيلThe organic layer was washed with water
5. 5
   تجفيفdried with mirabilite
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىto obtain a residue
8. 8
   أخرىThe residue was purified by silica gel column chromatography
9. 9
   أخرىrecrystallized from a mixture solvent of toluene and methanol

الإجراء التجريبي

Under nitrogen atmosphere, 0.30 g (1.09 mM) of 2-octylcoumaran-5-boronic acid, 0.26 g (1.02 mM) of 2-chloro-5-decylpyrimidine and 1.5 ml of benzene were placed in a 20 ml-round-bottomed flask. Under stirring, 0.06 g of tetrakis(triphenylphosphine) palladium (0) and 1.5 ml of a 2M-sodium carbonate aqueous solution were added to the mixture, followed by refluxing for 5.5 hours. After the reaction, the reaction mixture was poured into water and subjected to extraction with ethyl acetate. The organic layer was washed with water, dried with mirabilite and concentrated under reduced pressure to obtain a residue. The residue was purified by silica gel column chromatography and recrystallized from a mixture solvent of toluene and methanol to obtain 0.11 g of 5-(5-decylpyrimidine-2-yl)-2-octylcoumaran (Ex. Comp. No-I-17) (Yield: 22.5%). The product showed the following phase transition temperatures (°C.). ##STR96##

المصدر