反応 #216832

反応方程式

chlorosulfonyl isocyanate

3-(p-chlorophenyl)-1-methyl-[(trifluoromethyl)sulfonyl]pyrrole

chlorosulfonyl isocyanate

dimethylformamide

→

title product

3-Chloro-3-(p-chlorophenyl)-1-methyl-4[(trifluoromethyl)sulfonyl]pyrrole

溶媒

water

dimethoxyethane

反応条件

後処理

1. 1
   workup.STIRRINGstirred for 24 hours
2. 2
   workup.STIRRINGstirred for one hour
3. 3
   抽出extracted with ether
4. 4
   洗浄The combined organic extracts are washed with water
5. 5
   その他dried
6. 6
   濃縮concentrated in vacuo
7. 7
   その他to obtain a semi-solid

実験手順

A solution of 3-(p-chlorophenyl)-1-methyl-[(trifluoromethyl)sulfonyl]pyrrole (0.5 g, 0.0015 mol) in dimethoxyethane is treated with chlorosulfonyl isocyanate (0.3 mL, 0.0034 mol), stirred for 24 hours at room temperature, treated with additional chlorosulfonyl isocyanate (0.6 mL, 0.0068 mol), stirred for 24 hours, treated with dimethylformamide (2 mL), stirred for one hour, diluted with water and extracted with ether. The combined organic extracts are washed with water, dried and concentrated in vacuo to obtain a semi-solid. Flash chromatography of the semi-solid using silica gel and a 1:4 ethyl acetate/hexanes solution gives the title product as a white solid (0.2 g, mp 117°-119° C.) which is identified by 1HNMR and 13CNMR spectral analyses.

出典