3-吡啶甲醛 → 吡啶-3-基(噻吩-2-基)甲醇

HRID 52182

反应方程式

HRID 52182 反应方程式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[O:8])[CH:2]=1.[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[Li].CO.C(Cl)(Cl)Cl>C1COCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([OH:8])[C:10]2[S:9][CH:13]=[CH:12][CH:11]=2)[CH:2]=1

参与物

5

反应物 3

HCID 103713-吡啶甲醛HCID 21584188Chloroform methanolHCID 178418439HCID 178418439，化合物

产物 1

HCID 650499吡啶-3-基(噻吩-2-基)甲醇收率 62.2%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

反应条件

温度
-78 °C

实验过程

To a solution of 3-pyridinecarboxaldehyde (5.0 mL, 53 mmol) in THF at -78° C. was added 2-thienyllithium (1.0M in THF. 64 mL, 64 mmol) and the reaction mixture was stirred for 2 hours at -78° C. The reaction mixture was quenched with saturated aqueous NH4Cl and extracted with ether. The organic phase was dried over MgSO4, filtered, and concentrated in vacuo. Chromatography on silica gel (5%, then 10% methanol/CHCl3) gave 2-(3-pyridylhydroxymethyl)thiophene (6.30 g, 62% yield).

后处理

  1. customThe reaction mixture was quenched with saturated aqueous NH4Cl
  2. extractionextracted with ether
  3. dry with materialThe organic phase was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

来源与证据

ORD记录
ord-821002a002e645fc8b3d520076f6a82a
来源数据集
uspto-grants-1997_04
专利号
US05616596

关联笔记

加载中…