반응 #345828

반응 방정식

furfuryl alcohol

N-hydroxyphthalimide

potassium carbonate

2-chloromethylfuran

→

N-furfuryloxyphthalimide

수율 70.0%

용매

dimethyl sulphoxide

water

반응 조건

후처리

1. 1
   기타freshly prepared
2. 2
   여과The precipitated solid was filtered off
3. 3
   세척washed well with water
4. 4
   기타recrystallised from ethanol

실험 절차

To a stirred mixture of N-hydroxyphthalimide (41 g.), anhydrous potassium carbonate (26.4 g.) and dry dimethyl sulphoxide (400 ml.) was added 2-chloromethylfuran (freshly prepared, but undistilled, from 46.2 g. furfuryl alcohol according to the method of W. R. Kirner JACS, 1928, 50, 1955). The mixture was stirred for 18 hr., then poured into water (1.5 l). The precipitated solid was filtered off, washed well with water, and recrystallised from ethanol to give N-furfuryloxyphthalimide (42.8 g., 70%), m.p. 145.3°-146.2° τ values (DMSO-d6) are 4.80 (CH2), 2.22, 3.30, 3.50 (furyl protons) 2.08 (phthalimide protons).

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