61160-18-7

基本信息
2-甲基-3-苯基甲氧基-1H-吡啶-4-酮
3-(芐氧基)-2-甲基吡啶-4(1H)- 酮
3-BENZYLOXY-2-METHYL-4(1H)PYRIDONE
3-BENZYLOXY-2-METHYL-1H-PYRIDIN-4-ONE
3-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONE
2-Methyl-3-phenylmethoxy-1H-pyridin-4-one
4(1H)-Pyridinone, 2-methyl-3-(phenylmethoxy)-
制備方法

61049-69-2

61160-18-7
以3-(芐氧基)-2-甲基-4H-吡喃-4-酮為原料合成3-(芐氧基)-2-甲基吡啶-4(1H)-酮的一般步驟:向3-(芐氧基)-2-甲基-4H-吡喃-4-酮(13.8g,0.064mol)的乙醇(25mL)溶液中加入氨水溶液(50mL),回流反應(yīng)過夜。反應(yīng)完成后,減壓蒸餾除去溶劑。將殘余物溶于水,用濃鹽酸調(diào)節(jié)pH至1。所得水相用乙酸乙酯(3×25mL)洗滌,隨后用2M氫氧化鈉溶液調(diào)節(jié)pH至10。水相再用氯仿(3×1L)萃取,合并有機(jī)相,用無水硫酸鈉干燥,過濾,減壓濃縮。粗產(chǎn)物用甲醇/乙醚混合溶劑重結(jié)晶,得到棕色立方晶體,熔點(diǎn)為162-164℃。產(chǎn)率為75%。產(chǎn)物經(jīng)1H NMR(CDCl3)表征:δ 2.15(3H,s,CH3),5.03(2H,s,CH2Ph),6.35(1H,d,J = 6.9Hz,5-H),7.25-7.31(5H,m,Ph-H),7.39(1H,d,J = 6.9Hz,6-H)。分子式為C13H13NO2。
參考文獻(xiàn):
[1] Journal of Medicinal Chemistry, 1993, vol. 36, # 17, p. 2448 - 2458
[2] Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 1017 - 1019
[3] Tetrahedron, 2001, vol. 57, # 16, p. 3479 - 3486
[4] Patent: WO2006/103463, 2006, A1. Location in patent: Page/Page column 9; Figure 2
[5] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 3, p. 1285 - 1297