反応 #1920

反応方程式

3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

thionyl chloride

9-amino-4,10-dihydrothieno[3,2-c][1]benzoxepin-10-one

→

Compound 7

収率 89.0%

9-(3,3,3-Trifluoro-2-hydroxy-2-methylpropanoylamino)-4,10-dihydrothieno[3,2-c][1]benzoxepin-10-one

収率 89.0%

溶媒

ethyl acetate

dimethylacetamide

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他at -15° C.
3. 3
   workup.STIRRINGthe mixture was stirred overnight at room temperature
4. 4
   洗浄The organic layer was washed successively with a 5% aqueous solution of sodium bicarbonate
5. 5
   乾燥a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate
6. 6
   ろ過After the drying agent was filtered off
7. 7
   濃縮the organic layer was concentrated under reduced pressure
8. 8
   その他The obtained oily residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1)

実験手順

In dimethylacetamide (3 ml) was dissolved 3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid (0.32 g, 2.03 mmol), and thionyl chloride (148 μl, 2.03 mmol) was added thereto at -15° C., followed by stirring at -15° to -5° C. for one hour. To this reaction mixture was added 9-amino-4,10-dihydrothieno[3,2-c][1]benzoxepin-10-one obtained in Reference Example 11 (0.23 g, 1.02 mmol), and the mixture was stirred overnight at room temperature. After concentration of the reaction mixture under reduced pressure, the obtained oily residue was dissolved in ethyl acetate (20 ml). The organic layer was washed successively with a 5% aqueous solution of sodium bicarbonate 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 residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1), followed by trituration with hexane to give Compound 7 (0.34 g, 89%).

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