반응 #321498

반응 방정식

methoxyethoxymethyl chloride

N-(3,4-dimethyl-5-isoxazolyl)-5-bromothiophene-2-sulfonamide

sodium hydride

→

colorless oil

수율 56.4%

N-(methoxyethoxymethyl)-N-(3,4-dimethyl-5-isoxazolyl)-5-bromothiophene-2-sulfonamide

수율 56.4%

용매

THF

THF

반응 조건

후처리

1. 1
   온도The solution was warmed to room temperature
2. 2
   기타Evaporation of solvent
3. 3
   workup.WAITleft an oil that
4. 4
   추출was extracted into ethyl acetate
5. 5
   세척washed with brine
6. 6
   건조dried over magnesium sulfate
7. 7
   기타evaporated

실험 절차

N-(3,4-dimethyl-5-isoxazolyl)-5-bromothiophene-2-sulfonamide (680 mg, 2 mmol) in dry THF (2 ml) was added to sodium hydride (121 mg of a 60% oil dispersion, 3 mmol) in dry THF (1 ml). The resulting suspension was cooled to 0° C. and methoxyethoxymethyl chloride (334 mg, 2.68 mmol) was added dropwise via syringe. The solution was warmed to room temperature, and stirring continued overnight. Evaporation of solvent left an oil that was extracted into ethyl acetate, washed with brine, dried over magnesium sulfate and evaporated. Flash chromatography of the residue on silica gel using 10-15% ethylacetate/hexanes yielded 480 mg (56%) of a colorless oil.

출처