تفاعل #42789

معادلة التفاعل

7-amino-3-(4-chlorophenyl)-8-hydroxy-2-isopropyl-chromen-4-one

NaHCO3

bromoacetylbromide

K2CO3

→

title compound

7-(4-Chlorophenyl)-6-isopropyl-1H-4,5-dioxa-1-aza-phenanthrene-2,8-dione

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىto separate the organic phase, which
2. 2
   درجة الحرارةheated in a microwave at 90° C. for 15 min
3. 3
   أخرىThe reaction mixture is partitioned between CH2Cl2 and water
4. 4
   غسيلThe organic phase is washed with water and brine
5. 5
   تجفيفdried (MgSO4)
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىfollowed by crystallisation from methanol
8. 8
   أخرىThe product is partitioned between ethyl acetate and water
9. 9
   أخرىto remove traces of dimethylformamide
10. 10
    تجفيفThe organic phase is dried (MgSO4)
11. 11
    تركيزconcentrated in vacuo
12. 12
    أخرىcrystallised from methanol

الإجراء التجريبي

A mixture of 7-amino-3-(4-chlorophenyl)-8-hydroxy-2-isopropyl-chromen-4-one (250 mg, 0.75 mmol), CDCl3 (1 ml), saturated NaHCO3 solution (1.5 ml) and bromoacetylbromide (169 mg, 0.85 mmol) is stirred vigorously at room temperature for 5 min and then passed through an Isolute™ phase separator to separate the organic phase, which is then treated with dimethylformamide (1 ml) and K2CO3 (115 mg, 0.85 mmol) and heated in a microwave at 90° C. for 15 min. The reaction mixture is partitioned between CH2Cl2 and water. The organic phase is washed with water and brine, dried (MgSO4) and concentrated in vacuo, followed by crystallisation from methanol. The product is partitioned between ethyl acetate and water to remove traces of dimethylformamide. The organic phase is dried (MgSO4), concentrated in vacuo and crystallised from methanol to yield the title compound.

المصدر