Реакция #1132724

Уравнение реакции

1-(3-chloro-4-fluorophenyl)ethanone

DMSO

NaH

Trimethylsulfonium iodide

→

title compound

2-(3-chloro-4-fluorophenyl)-2-methyloxirane

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   Температураheated for another 10 min
2. 2
   Температураthe reaction mixture was cooled to 0° C
3. 3
   workup.ADDITIONwas added dropwise
4. 4
   workup.ADDITIONAfter complete addition
5. 5
   Экстракцияextracted in diethyl ether (4×50 mL)
6. 6
   Сушкаdried over Na2SO4
7. 7
   Концентрированиеconcentrated at 25° C.
8. 8
   Другоеto obtain the product

Методика

The title compound was prepared by following general procedure 3. DMSO was added to NaH (1 equiv.) and heated to 65° C. for 1 h. THF was added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture was cooled to 0° C. Trimethylsulfonium iodide (1 equiv.) was added and stirred for 10 min. after which the solution of 1-(3-chloro-4-fluorophenyl)ethanone (1 equiv.) in THF was added dropwise. After complete addition, the reaction mixture was stirred at RT for 2 h. The product was detected by LCMS and the reaction mixture was poured into ice water, extracted in diethyl ether (4×50 mL), dried over Na2SO4 and concentrated at 25° C. to obtain the product.

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