تفاعل #68751

معادلة التفاعل

2-(4′-chloro-4-ethylbiphen-3-yl)cyclopent-4-ene-1,3-dione

bis(trimethylsilylmethyl)sulphoxide

→

5-(4′-chloro-4-ethylbiphenyl-3-yl)-tetrahydrocyclopenta[c]thiophene-4,6-dione

المذيبات

1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture is then partitioned between diethylether
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   غسيلthe organic phase is washed with water (×2)
4. 4
   تجفيفAfter drying over magnesium sulfate the crude mixture
5. 5
   ترشيحis filtered
6. 6
   تركيزthe filtrate is concentrated under reduced pressure
7. 7
   أخرىThe residue is purified by preparative reverse phase HPLC

الإجراء التجريبي

A suspension of 2-(4′-chloro-4-ethylbiphen-3-yl)cyclopent-4-ene-1,3-dione (0.200 g, 0.65 mmol) and crude bis(trimethylsilylmethyl)sulphoxide (0.406 g, 0.97 mmol) in 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (3 ml) is heated at 100° C. for 20 minutes under microwave irradiation. The reaction mixture is then partitioned between diethylether and distilled water, and the organic phase is washed with water (×2) then brine. After drying over magnesium sulfate the crude mixture is filtered and the filtrate is concentrated under reduced pressure. The residue is purified by preparative reverse phase HPLC to afford 5-(4′-chloro-4-ethylbiphenyl-3-yl)-tetrahydrocyclopenta[c]thiophene-4,6-dione.

المصدر