반응 #1519097

반응 방정식

methanol

sodium hydride

Isatin

→

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

용매

chloroform

chloroform

DMF

반응 조건

후처리

1. 1
   온도This suspension was heated in an oil-bath at 135° C. under nitrogen for 16 hours
2. 2
   온도It was then cooled to room temperature
3. 3
   여과The resulting suspension was filtered
4. 4
   농축the filtrate was concentrated under reduced pressure
5. 5
   기타evaporated to dryness
6. 6
   기타A thick, viscous oil was recovered which
7. 7
   기타such for the next reaction

실험 절차

Isatin (1.88 g, 0.0128 moles) 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 moles) 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.

출처