تفاعل #8738

معادلة التفاعل

(3-bromothiophen-2-yl)-(3-methoxyphenyl)methanone oxime

KOH

2-ethoxyethanol

→

title compound

المردود 68.0%

3-(3-methoxyphenyl)thieno[2,3-d]isoxazole

المردود 68.0%

المذيبات

hexane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةReflux
2. 2
   درجة الحرارةHeat the reacton for an additional four hours
3. 3
   استخلاصAdd water and extract the organics into ether
4. 4
   غسيلWash the ether phase with water
5. 5
   تجفيفdry (MgSO4)
6. 6
   ترشيحfilter
7. 7
   تركيزconcentrate
8. 8
   أخرىto yield an oil
9. 9
   أخرىPurify the oil by column (alumina) chromatography
10. 10
    غسيلelute with 15% ether in hexane
11. 11
    أخرىto obtain white crystals
12. 12
    أخرىRecrystallize the crystals from ether

الإجراء التجريبي

Reflux a mixture of (3-bromothiophen-2-yl)-(3-methoxyphenyl)methanone oxime (10 g, 0.032 mol), KOH (3.6 g, 0.064 mol dissolved in 10 mL water) and 2-ethoxyethanol (40 mL) under nitrogen for one hour at 105–110° C. Add copper chloride (0.16 g, 0.0016 mol) whereupon the reaction mixture becomes dark brown in color. Heat the reacton for an additional four hours. TLC shows that the reaction is complete. Add water and extract the organics into ether. Wash the ether phase with water, dry (MgSO4), filter and concentrate to yield an oil. Purify the oil by column (alumina) chromatography, and elute with 15% ether in hexane to obtain white crystals. Recrystallize the crystals from ether:hexane to yield the title compound (5 g, 68% Yield), m.p. 51–52° C.

المصدر