تفاعل #513970

معادلة التفاعل

3,5-heptanedione

lithium hydride

1,4-bis(3-iodopropyloxy)benzene

→

1,4-bis(4,4-dipropionylbutyloxy)benzene

المردود 15.9%

المذيبات

dimethylformamide

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was heated at 60°-70° C. for about 16 hours
2. 2
   تركيزconcentrated in vacuo
3. 3
   workup.DISTILLATIONThe residue was distilled
4. 4
   أخرىto remove volatiles (150° C., 0.05 mm)
5. 5
   أخرىchromatographed on 400 g of silica with chloroform:acetonitrile 95:5
6. 6
   workup.DISTILLATIONThe product was distilled at 250° C. (0.02 mm)
7. 7
   أخرىcrystallized from ether

الإجراء التجريبي

A solution of 16.1 g (0.126 m) of 3,5-heptanedione in 50 ml of dimethylformamide was added during 15 minutes to a stirred suspension of 1.2 g of lithium hydride in 100 ml of dimethylformamide. The mixture was stirred one hour at room temperature and then a solution of 27.6 g (0.0619 m) of 1,4-bis(3-iodopropyloxy)benzene in 100 ml of dimethylformaide was added. The reaction mixture was heated at 60°-70° C. for about 16 hours and then concentrated in vacuo. The residue was distilled to remove volatiles (150° C., 0.05 mm) and chromatographed on 400 g of silica with chloroform:acetonitrile 95:5. The product was distilled at 250° C. (0.02 mm) and crystallized from ether to give 4.4 g of 1,4-bis(4,4-dipropionylbutyloxy)benzene, m.p. 57°-58° C.

المصدر