반응 #45585
ord-f246f1a6a3da42f7b5fda9a171e847c0
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시약
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후처리
- 1세척the organic layer was washed with 1 N hydrochloric acid (50 ml×2), saturated brine (50 ml)
- 2건조dried over anhydrous magnesium sulfate
- 3농축concentrated under reduced pressure
- 4workup.STIRRINGby stirring at room temperature for 10 minutes
- 5workup.STIRRINGstirring at 50° C. for 45 minutes
- 6세척the organic layer was washed with saturated brine (50 ml×3)
- 7건조dried over anhydrous magnesium sulfate
- 8농축concentrated under reduced pressure
- 9기타The residue was purified twice by silica gel column chromatography (chloroform:methanol=100:1→100:7), (n-hexane:ethyl acetate=3:2→chloroform:methanol=50:1)
실험 절차
A benzene (10 ml) suspension of 2-amino-4-fluoro-5-iodo-3-methoxy-6-methylbenzoic acid (I-33) (500 mg, 1.54 mmol) was cooled at 0° C., isobutyryl chloride (403 μl, 3.85 mmol), pyridine (311 μl, 3.85 mmol) were put into it, followed by stirring at room temperature for 3 hours. Ethyl acetate (50 ml) was added to the reaction liquid, the organic layer was washed with 1 N hydrochloric acid (50 ml×2), saturated brine (50 ml), then dried over anhydrous magnesium sulfate, concentrated under reduced pressure. N,N-Dimethylformamide (5.0 ml), ammonium acetate (593 mg, 7.69 mmol) were added to the residue, followed by stirring at room temperature for 10 minutes, then stirring at 50° C. for 45 minutes. Ethyl acetate (100 ml) was added to the reaction liquid, the organic layer was washed with saturated brine (50 ml×3), dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The residue was purified twice by silica gel column chromatography (chloroform:methanol=100:1→100:7), (n-hexane:ethyl acetate=3:2→chloroform:methanol=50:1) to obtain the entitled compound (178 mg, 29%) as a colorless solid.