تفاعل #59818

معادلة التفاعل

1-benzenesulfonyl-1H-pyrrole

p-toluoyl chloride

→

title compound

المردود 71.0%

(4-Methylphenyl)[1-(phenylsulfonyl)-1H-pyrrol-2-yl]methanone

المردود 71.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   غسيلThe reaction solution was washed successively with 1N aqueous hydrochloric acid solution (750 mL×2), 1N aqueous sodium hydroxide solution (750 mL) and saturated saline (100 mL)
2. 2
   أخرىdried
3. 3
   ترشيحfiltered
4. 4
   تركيزThe filtrate was concentrated under atmospheric pressure until about 500 ml
5. 5
   workup.ADDITIONwas added hexane (500 mL)
6. 6
   تركيزThe reaction mixture was further concentrated until about 500 ml
7. 7
   ترشيحthe resulting crystals were collected by filtration
8. 8
   غسيلThe obtained crystals were washed successively with hexane and toluene

الإجراء التجريبي

Under nitrogen atmosphere, to a solution of 1-benzenesulfonyl-1H-pyrrole (284 g, 1.37 mol) in dichloromethane (1.0 L) were added p-toluoyl chloride (318 g, 2.06 mol) and boron trifluoride ether complex (350 g, 2.47 mol), and the mixture was allowed to stand at room temperature for 7 days. The reaction solution was washed successively with 1N aqueous hydrochloric acid solution (750 mL×2), 1N aqueous sodium hydroxide solution (750 mL) and saturated saline (100 mL), dried, and filtered. The filtrate was concentrated under atmospheric pressure until about 500 ml, and thereto was added hexane (500 mL). The reaction mixture was further concentrated until about 500 ml, cooled to 10° C., and the resulting crystals were collected by filtration. The obtained crystals were washed successively with hexane and toluene to give the title compound (315 g, 71%).

المصدر