반응 #41208
ord-8ca57d439fb34165987b64e0ae661fb3
반응 방정식
compound
3-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-butyric acid methyl ester
K2CO3
3-bromopropyne
→
title compound
수율 39.7%
3-[4-(4-Prop-2-ynyloxy-phenyl)-piperazin-1-yl]-propionic acid methyl ester
수율 39.7%
용매
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1기타partitioned between water and ethyl acetate
- 2세척washed with brine
- 3건조dried over anhydrous Na2SO4
- 4기타evaporated under vacuum
- 5기타to give a brown oil
- 6기타The crude product was purified by silica gel flash chromatography (30% ethyl acetate in hexane)
실험 절차
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).