반응 #7296

반응 방정식

acetic anhydride

4-formylbenzonitrile

N-acetylglycine

sodium acetate

→

4-(2-Methyl-5-oxooxazol-4-ylidenemethyl)benzonitrile

용매

Acetone

반응 조건

후처리

1. 1
   온도under reflux for 1 h
2. 2
   workup.STIRRINGwith stirring
3. 3
   온도cooling
4. 4
   workup.STIRRINGThe mixture was stirred at 20° C. for another 1 h
5. 5
   기타To isolate the product
6. 6
   세척washed with deionized water (75 l), isopropanol (40 l) and methyl-tert-butylether (75 l)
7. 7
   기타The product was dried under reduced pressure at 40° C

실험 절차

Acetone (80.0 l) was introduced into a mixture of 4-formylbenzonitrile (15.0 kg, 114.5 mol), N-acetylglycine (19.2 kg, 162.4 mol) and anhydrous sodium acetate (9.4 kg, 114.5 mol) followed by introduction, with stirring, of acetic anhydride (35.0 l, 370.5 mol). The reaction mixture was stirred under reflux for 1 h. The resulting thin yellow suspension was cooled to 50° C. and ice-water (200 l) was added as quickly as possible, with stirring and cooling. The mixture was stirred at 20° C. for another 1 h. To isolate the product, the yellow suspension was pressed onto a centrifuge and washed with deionized water (75 l), isopropanol (40 l) and methyl-tert-butylether (75 l). The product was dried under reduced pressure at 40° C. Yield 18.17 kg (85.7 mol, 75.2% of theory). M.p.: 192–193° C.; MS (DCl): m/z=213 [M+H+]; 1H-NMR (DMSO-d6): δ=2.42 (s, 3H), 7.30 (s, 1H), 7.96 (d, 2H), 8.33 (d, 2H).

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