تفاعل #41208

معادلة التفاعل

compound

3-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-butyric acid methyl ester

K2CO3

3-bromopropyne

→

title compound

المردود 39.7%

3-[4-(4-Prop-2-ynyloxy-phenyl)-piperazin-1-yl]-propionic acid methyl ester

المردود 39.7%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىpartitioned between water and ethyl acetate
2. 2
   غسيلwashed with brine
3. 3
   تجفيفdried over anhydrous Na2SO4
4. 4
   أخرىevaporated under vacuum
5. 5
   أخرىto give a brown oil
6. 6
   أخرىThe crude product was purified by silica gel flash chromatography (30% ethyl acetate in hexane)

الإجراء التجريبي

To a mixture of the compound from step 1 (278 mg, 1.0 mmol) and K2CO3 (152 mg, 1.1 mmol) in DMF (5 mL) was added 3-bromopropyne (130 mg, 1.1 mmol) dropwise at rt. The reaction mixture was stirred at rt overnight and then partitioned between water and ethyl acetate. The organic payers were combined and washed with brine, dried over anhydrous Na2SO4 and evaporated under vacuum to give a brown oil. The crude product was purified by silica gel flash chromatography (30% ethyl acetate in hexane) to furnish the title compound (120 mg, 38%) as a light yellow solid; MS; m/z 317 (M+H).

المصدر