تفاعل #6703

معادلة التفاعل

methanol

sodium hydride

Isatin

→

N-[4-(1,3-dioxolyl)phenyl]isatin

المذيبات

chloroform

chloroform

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThis suspension was heated in an oil-bath at 135° C. under nitrogen for 16 hours
2. 2
   درجة الحرارةIt was then cooled to room temperature
3. 3
   ترشيحThe resulting suspension was filtered
4. 4
   تركيزthe filtrate was concentrated under reduced pressure
5. 5
   أخرىevaporated to dryness
6. 6
   أخرىA thick, viscous oil was recovered which
7. 7
   أخرىsuch for the next reaction

الإجراء التجريبي

Isatin (1.88 g, 0.0128 mol) in anhydrous DMF (100 mL) was cooled in an ice-bath under nitrogen and treated with sodium hydride (0.3 g, 1 equivalent). The reaction was warmed to room temperature and stirred for 1 hour. It was then treated with 2-(4-bromophenyl)-1,3-dioxalane (2.83 g, 0.0124 mol) followed by CuI (4.71 g, 2 equivalents). This suspension was heated in an oil-bath at 135° C. under nitrogen for 16 hours. It was then cooled to room temperature and diluted with an equal volume of chloroform. The resulting suspension was filtered and the filtrate was concentrated under reduced pressure. The residue was suspended in xylenes (100 mL) and evaporated to dryness. A thick, viscous oil was recovered which was used as such for the next reaction. TLC (5% methanol in chloroform) showed clean conversion, Rf (product)=0.91.

المصدر