تفاعل #594580

معادلة التفاعل

4-(2-bromo-acetyl)-benzoic acid ethyl ester

2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one

potassium carbonate

cyclohexane ethyl acetate

→

4-[2-(2-methyl-5-oxo-4,4-diphenyl4,5-dihydro-imidazol-1-yl)-acetyl]-benzoic acid ethyl ester

المردود 48.1%

المذيبات

acetone

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONis added
2. 2
   درجة الحرارةThe mixture is cooled to room temperature
3. 3
   ترشيحfiltered
4. 4
   أخرىthe filtrate evaporated
5. 5
   أخرىto yield the crude product which

الإجراء التجريبي

To a mixture of 4-(2-bromo-acetyl)-benzoic acid ethyl ester (812 mg, 3 mmol) and 2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one (750 mg, 3 mmol) in 12 mL acetone, potassium carbonate (502 mg, 3.6 mmol) is added and the reaction mixture is heated at 70° C. for 5 min in the microwave oven (Biotage Initiator). The mixture is cooled to room temperature, filtered and the filtrate evaporated to yield the crude product which is subjected to flash chromatography. ISCO Companion CombiFlash, 80 g silica gel, cyclohexane/ethyl acetate, gradient, ethyl acetate 0-100% to yield 4-[2-(2-methyl-5-oxo-4,4-diphenyl4,5-dihydro-imidazol-1-yl)-acetyl]-benzoic acid ethyl ester (635 mg, 45%) as light yellow solid. LC/MS at 254 nm; [M+H] 441; Rt 3.613 min.

المصدر