Iodine → 2,4-Dimethyl-3-hydroxymethyl-5-iodothiophene

温度

-50 °C

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.

1. customwas kept at room temperature
2. temperatureby cooling with an ice bath
3. waitwas continued for an additional hour
4. customThe mercuric iodide which precipitated
5. filtrationwas filtered
6. washwashed well with warm ethyl ether
7. washThe combined organic solutions were washed with 10% sodium thiosulfate and saturated sodium chloride solution
8. customdried
9. customevaporated
10. dissolutionThe resulting residue was dissolved in a minimum amount of hot ether
11. additionan equal amount of hexane was added
12. customThe crystals which precipitated
13. filtrationwere filtered
14. washwashed with cold hexane
15. customto yield
16. dry with materialafter drying 2,4-dimethyl-3-hydroxymethyl-5-iodothiophene, m.p. 118.5°-120.5° C.

ORDレコード

ord-77548f4e7bc840ca8fb5370d679e3322

出典データセット

uspto-grants-1977_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04061656