تفاعل #93047

معادلة التفاعل

1-(4-chlorophenoxy)-3,3-dimethyl-1-fluoro-2-butanone

trimethyloxosulfonium iodide

sodium hydride

→

2-tert.-Butyl-2-[(4-chlorophenoxy)-fluoromethyl]-oxirane

المذيبات

THF

DMSO

ظروف التفاعل

المعالجة

1. 1
   أخرىWhen the exothermic reaction
2. 2
   workup.STIRRINGthe mixture was stirred for a further 1 h
3. 3
   workup.STIRRINGthe mixture was stirred at RT for a further 2 h
4. 4
   workup.ADDITIONThe reaction solution was then poured onto ice-water
5. 5
   استخلاصextracted several times with diethyl ether
6. 6
   غسيلThe combined extracts were washed with water
7. 7
   تجفيفdried over sodium sulfate
8. 8
   ترشيحfiltered
9. 9
   تركيزthe filtrate was concentrated
10. 10
    أخرىeither purified by column chromatography
11. 11
    أخرىfurther processed without purification

الإجراء التجريبي

43 g of trimethyloxosulfonium iodide were added in portions to a dispersion of 5.28 g of 80% sodium hydride in 300 ml of absolute DMSO under a nitrogen atmosphere, while stirring. When the exothermic reaction had subsided, the mixture was stirred for a further 1 h, a solution of 40 g of 1-(4-chlorophenoxy)-3,3-dimethyl-1-fluoro-2-butanone in 100 ml of THF was then added dropwise at RT and the mixture was stirred at RT for a further 2 h. The reaction solution was then poured onto ice-water and extracted several times with diethyl ether. The combined extracts were washed with water, dried over sodium sulfate and filtered and the filtrate was concentrated. Yield of crude product: 41.5 g in the form of a yellow-brown oil, which can be either purified by column chromatography or further processed without purification.

المصدر