反应详情

In methylene chloride (30 ml) was suspended 2-(3-methoxyphenylthiomethyl)-6-nitrobenzoic acid obtained in Reference Example 17 (0.92 g, 2.88 mmol), and trifluoroacetic anhydride (0.81 ml, 5.76 mmol) was added thereto, followed by stirring at room temperature for 2 hours. The reaction mixture was ice-cooled, and boron trifluoride etherate (0.13 ml, 1.06 mmol) was added thereto, followed by reaction for one hour. After the reaction was completed, a saturated aqueous solution of sodium hydrogen carbonate was added to the reaction mixture. The organic layer was washed successively with a saturated aqueous solution of sodium hydrogen carbonate and a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the organic layer was concentrated under reduced pressure. The obtained oily substance was purified by silica gel column chromatography (hexane/ethyl acetate=6/1) to give 3-methoxy-10-nitro-6,11-dihydrodibenzo[b,e]thiepin-11-one (0.40 g, 46%).

1. additionwas added
2. temperaturecooled
3. customfollowed by reaction for one hour
4. washThe organic layer was washed successively with a saturated aqueous solution of sodium hydrogen carbonate
5. dry with materiala saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate
6. filtrationAfter the drying agent was filtered off
7. concentrationthe organic layer was concentrated under reduced pressure
8. customThe obtained oily substance was purified by silica gel column chromatography (hexane/ethyl acetate=6/1)