3724-26-3

基本信息
咪唑-2-甲醇
1H-IMIDAZOLE-2-METHANOL
2-HYDROXYMETHYL IMIDAZOLE
RARECHEM AL BD 0666
2-(Hydroxymethyl)-1H-imidazole
2-(Hydroxymethyl)-1H-imidazole 95%
物理化學(xué)性質(zhì)
制備方法

10111-08-7

3724-26-3
以1H-咪唑-2-甲醛為原料合成(1H-咪唑-2-基)-甲醇的一般步驟:在500mL圓底燒瓶中加入1H-咪唑-2-甲醛(5g,52.08mmol)的甲醇(50mL)溶液,冰浴冷卻至0℃。在攪拌下分批加入硼氫化鈉(3.93g,104.16mmol),加畢后移除冰浴,讓反應(yīng)混合物在室溫下攪拌3小時。反應(yīng)完成后,用飽和氯化鈉溶液(25mL)淬滅反應(yīng),隨后在旋轉(zhuǎn)蒸發(fā)儀中減壓濃縮除去大部分溶劑。粗產(chǎn)物通過硅膠柱色譜法純化,洗脫劑為10%甲醇/氯仿(v/v),得到(1H-咪唑-2-基)-甲醇,為淺黃色固體(4g,收率78%)。薄層色譜(TLC)顯示Rf值為0.1(展開劑:10%甲醇/氯仿)。1H NMR(400MHz,CD3OD)δ:6.97(s,2H),4.61(s,2H)。
參考文獻(xiàn):
[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 3, p. 827 - 833
[2] Patent: WO2015/36759, 2015, A1. Location in patent: Page/Page column 200
[3] Journal of Organic Chemistry, 2010, vol. 75, # 10, p. 3208 - 3213
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 19, p. 5849 - 5853
[5] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 302