반응 #302852

반응 방정식

compound 9

6-(tributylstannyl)-4′-dimethylaminoflavone

iodine

sodium bisulfite

→

compound 11

6-iodo-4′-dimethylaminoflavone

용매

chloroform

chloroform

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   기타The obtained mixture was reacted at room temperature for 30 minutes
3. 3
   기타so as to terminate
4. 4
   기타the reaction
5. 5
   기타The chloroform layer was separated
6. 6
   건조it was then dried over sodium sulfate
7. 7
   workup.DISTILLATIONThereafter, the solvent was distilled away under reduced pressure

실험 절차

A chloroform solution of iodine (1 ml, 1 M) was added to a chloroform solution (5 ml) that contained compound 9 (30 mg, 0.054 mmol) at room temperature. The obtained mixture was reacted at room temperature for 30 minutes, and a saturated sodium bisulfite aqueous solution (5 ml) was then added thereto, so as to terminate the reaction. The chloroform layer was separated, and it was then dried over sodium sulfate. Thereafter, the solvent was distilled away under reduced pressure, and the residue was then subjected to silica gel column chromatography using ethyl acetate/hexane (1/9) as an elution solvent, so as to obtain a product of interest, 6-iodo-4′-dimethylaminoflavone (compound 11). Yield: 10 mg (yield constant: 47.3%) 1H NMR (300 MHz, CDCl3) δ8.54 (s, 1H), 7.92 (d, J=9.0 Hz, 1H), 7.81 (d, J=9.0 Hz, 2H), 7.29 (d, J=9.0 Hz, 1H), 6.71-6.80 (m, 3H), 3.09 (s, 6H). MS m/z 392 (MH+).

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