تفاعل #3758

معادلة التفاعل

trans-2-phenylcyclopentanecarboxylic acid (3,5-diallyl-2-amino-4,6-dioxo-cyclohex-1-enyl)amide

potassium hydroxide

→

5,7-diallyl-2-(2-phenylcyclopentyl)-1,7-dihydrobenzoimidazole-4,6-dione

المردود 52.4%

المذيبات

water

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheat
2. 2
   أخرىthe reaction to 60° C. for 4 hours
3. 3
   درجة الحرارةCool
4. 4
   أخرىthe reaction
5. 5
   استخلاصAcidify with concentrated hydrochloric acid and extract with diethyl ether (400 ml)
6. 6
   غسيلRinse the
7. 7
   استخلاصorganic extract with water (200 ml), saturated sodium chloride (200 ml)
8. 8
   تجفيفdry over anhydrous magnesium sulfate
9. 9
   ترشيحfilter
10. 10
    تركيزconcentrate under vacuum
11. 11
    أخرىPurify the residue by radial chromatography (40% to 50% ethyl acetate/hexane, 2 mm plate)

الإجراء التجريبي

Dissolve trans-2-phenylcyclopentanecarboxylic acid (3,5-diallyl-2-amino-4,6-dioxo-cyclohex-1-enyl)amide (300 mg, 0.76 mmol) in ethanol (100 ml), add 10% potassium hydroxide (100 ml) and heat the reaction to 60° C. for 4 hours. Cool the reaction and dilute with water (200 ml). Acidify with concentrated hydrochloric acid and extract with diethyl ether (400 ml). Rinse the organic extract with water (200 ml), saturated sodium chloride (200 ml), dry over anhydrous magnesium sulfate, filter and concentrate under vacuum. Purify the residue by radial chromatography (40% to 50% ethyl acetate/hexane, 2 mm plate) to provide 5,7-diallyl-2-(2-phenylcyclopentyl)-1,7-dihydrobenzoimidazole-4,6-dione (149 mg).

المصدر