反应详情

温度

0 °C

The 5-[(4-chlorophenyl)sulfonyl]-5-(2,5-difluorophenyl)-1-pentanol (152 mg, 0.404 mmol) obtained in Example 29 was dissolved in dichloromethane (4 ml), followed by the addition of N-methylmorpholine (58.0 μl, 0.528 mmol) and methanesulfonyl chloride (37.8 μl, 0.487 mmol) at 0° C. The resulting mixture was stirred at 0° C. for 2 hours, and then at room temperature for further 3 hours. After dilution with dichloromethane, the mixture was successively washed with a saturated aqueous solution of ammonium chloride, water and brine, dried over magnesium sulfate and then concentrated. The residue thus obtained was dissolved in tetrahydrofuran (4 ml). To the resulting solution was added a tetrahydrofuran solution (1.0M, 0.487 ml, 0.487 mmol) of tetrabutylammonium fluoride at room temperature. The resulting mixture was stirred at 60° C. for 4 hours. After cooling to room temperature and dilution with ethyl acetate, the mixture was washed with water and brine, dried over magnesium sulfate and then, concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=9:1 eluate was concentrated. The solid thus obtained was recrystallized from hexane, whereby the title compound (30.3 mg, 0.0804 mmol, 20%) was obtained as colorless plate crystals.

1. waitat room temperature for further 3 hours
2. washAfter dilution with dichloromethane, the mixture was successively washed with a saturated aqueous solution of ammonium chloride, water and brine
3. dry with materialdried over magnesium sulfate
4. concentrationconcentrated
5. customThe residue thus obtained
6. stirringThe resulting mixture was stirred at 60° C. for 4 hours
7. temperatureAfter cooling to room temperature
8. washdilution with ethyl acetate, the mixture was washed with water and brine
9. dry with materialdried over magnesium sulfate
10. concentrationconcentrated
11. customThe residue thus obtained
12. concentrationethyl acetate=9:1 eluate was concentrated
13. customThe solid thus obtained