反应 #548161

反应方程式

iodine

2,4-dimethyl-3-hydroxymethylthiophene

→

2,4-dimethyl-3-hydroxymethyl-5-iodothiophene

溶剂

benzene

反应条件

后处理

1. 1
   其他was kept at room temperature
2. 2
   温度by cooling with an ice bath
3. 3
   workup.WAITwas continued for an additional hour
4. 4
   其他The mercuric iodide which precipitated
5. 5
   过滤was filtered
6. 6
   洗涤washed well with warm ethyl ether
7. 7
   洗涤The combined organic solutions were washed with 10% sodium thiosulfate and saturated sodium chloride solution
8. 8
   其他dried
9. 9
   其他evaporated
10. 10
    workup.DISSOLUTIONThe resulting residue was dissolved in a minimum amount of hot ether
11. 11
    workup.ADDITIONan equal amount of hexane was added
12. 12
    其他The crystals which precipitated
13. 13
    过滤were filtered
14. 14
    洗涤washed with cold hexane
15. 15
    其他to yield
16. 16
    干燥after drying 2,4-dimethyl-3-hydroxymethyl-5-iodothiophene, m.p. 118.5°-120.5° C.

实验过程

10.0 G. (46 mmol) of mercuric oxide and 14.7 g. (58 mmol) of iodine were added alternately over a period of 1 1/4 hrs. to a vigorously stirred solution of 8.2 g. (57.7 mmol) of 2,4-dimethyl-3-hydroxymethylthiophene in 300 ml. of benzene. The reaction mixture was kept at room temperature by cooling with an ice bath and stirring was continued for an additional hour. The mercuric iodide which precipitated was filtered and washed well with warm ethyl ether. The combined organic solutions were washed with 10% sodium thiosulfate and saturated sodium chloride solution, dried and evaporated. The resulting residue was dissolved in a minimum amount of hot ether, an equal amount of hexane was added and the solution cooled to -50° C. The crystals which precipitated were filtered and washed with cold hexane to yield after drying 2,4-dimethyl-3-hydroxymethyl-5-iodothiophene, m.p. 118.5°-120.5° C.

来源