反応 #321498

反応方程式

methoxyethoxymethyl chloride

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

sodium hydride

→

colorless oil

収率 56.4%

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

収率 56.4%

溶媒

THF

THF

反応条件

後処理

1. 1
   温度The solution was warmed to room temperature
2. 2
   その他Evaporation of solvent
3. 3
   workup.WAITleft an oil that
4. 4
   抽出was extracted into ethyl acetate
5. 5
   洗浄washed with brine
6. 6
   乾燥dried over magnesium sulfate
7. 7
   その他evaporated

実験手順

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.

出典