反应详情

In a 500-mL, 3-neck round-bottomed flask equipped with an 100-mL pressure-equalizing addition funnel fitted with an nitrogen inlet, and a rubber septum, 3-fluoro-5-(trifluoromethyl)benzonitrile (8.0 g, 1.0 eq.), in acetone (40 mL). Sodiumthiomethoxide (3.42 g, 1.15 eq) was dissolved in water to make 21% aqueous solution and was added dropwise in 30 min at 5° C. temperature. The temperature of the reaction was slowly raised to RT and stirred for 3 h. Then temperature was raised to 50-60° C. and maintained for further 4-6 h. The progress of the reaction was followed by TLC analysis on silica gel with 10% MeOH-dichloromethane as mobile phase and visualization with UV, SM Rf=0.40 and Product Rf=0.25. Reaction was stirred for 3 hr at 25° C. and 4-6 hrs at 50-60° C. and reaction mixture was transparent. The reaction mass was quench by water and extracted by ethyl acetate (3×100 mL). The combined organic layer was washed with brine 50 mL and dried over sodium sulphate and evaporated on buchi rotaevaporator. The resulting crude compound (8 g) was subjected to further stage Yield (80.9%); Mass: (ES+) 235.94 (M+1).

1. customIn a 500-mL, 3-neck round-bottomed flask equipped with an 100-mL pressure-equalizing addition funnel
2. customfitted with an nitrogen inlet
3. additionwas added dropwise in 30 min at 5° C. temperature
4. temperatureThen temperature was raised to 50-60° C.
5. temperaturemaintained for further 4-6 h
6. customReaction
7. stirringwas stirred for 3 hr at 25° C. and 4-6 hrs at 50-60° C.
8. customreaction mixture
9. customThe reaction mass was quench by water
10. extractionextracted by ethyl acetate (3×100 mL)
11. washThe combined organic layer was washed with brine 50 mL
12. dry with materialdried over sodium sulphate
13. customevaporated on buchi rotaevaporator
14. customYield (80.9%)