반응 #710527

반응 방정식

AlCl3

Compound J

2-(1,3-benzodioxol-5-yl)-2-methyl propanal oxime

→

desired Compound

2-(3,4-dihydroxyphenyl)-2-methylpropanal oxime

용매

CH2Cl2

CH2Cl2

반응 조건

후처리

1. 1
   workup.DISTILLATION20 mL of cold distilled water
2. 2
   workup.ADDITIONwas added
3. 3
   기타to attain room temperature
4. 4
   workup.STIRRINGstirred for 12 hours at the same temperature under N2 atmosphere
5. 5
   기타The reaction mixture was evaporated to dryness
6. 6
   기타triturated several times with 2:1 ethyl acetate-CH2Cl2
7. 7
   기타evaporated to dryness
8. 8
   기타The crude material was purified by preparative thin-layer chromatography

실험 절차

To a suspension of anhydrous AlCl3 (193 mg, 1.45 mmol) in dry CH2Cl2 (1 mL), a solution of Compound J (60 mg, 0.29 mmol) in dry CH2Cl2 (1 mL) was added drop-wise at room temperature under N2 atmosphere and stirred at the same temperature for 3 hours. The reaction mixture was cooled to 0° C., 20 mL of cold distilled water was added, the reaction mixture was allowed to attain room temperature and stirred for 12 hours at the same temperature under N2 atmosphere. The reaction mixture was evaporated to dryness and triturated several times with 2:1 ethyl acetate-CH2Cl2 and followed by 10:1 ethyl acetate-methanol. The organic solutions were combined and evaporated to dryness. The crude material was purified by preparative thin-layer chromatography using 2:1 petroleum ether-ethyl acetate to obtain the desired Compound No. 9 (30 mg, 53%) as a white foam.

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