反应详情

温度

55 °C

In a nitrogen atmosphere, 4-iodo-1,2,3-trifluorobenzene was dissolved into DMF, into which triethylamine, copper iodide (I), and tetrakistriphenylphosphine palladium (0) were added and heated to 55° C. Then, the DMF solution containing 1-hexine-3-ol was added dropwise for 20 minutes, and stirred for 3 hours. After the reaction mixture was poured into a sodium thiosulfate aqueous solution, and stirred for a while, an organic layer was separated, and an aqueous layer was extracted with toluene. After the extract and the organic layer were mixed together, washed using water, 10% hydrochloric acid twice, water, a saturated sodium hydrogen carbonate aqueous solution, and a saturated saline solution in that order, and dried using anhydrous magnesium sulfate, the solvent was evaporated under a reduced pressure. The residue was purified by column chromatography (silica gel, toluene/hexane) to obtain 1-(3-hydroxy-1-hexynyl)-2,3,4-trifluorobenzene.

1. additionwere added
2. additionwas added dropwise for 20 minutes
3. stirringstirred for a while
4. customan organic layer was separated
5. extractionan aqueous layer was extracted with toluene
6. extractionAfter the extract
7. additionthe organic layer were mixed together
8. washwashed
9. dry with materialwater, a saturated sodium hydrogen carbonate aqueous solution, and a saturated saline solution in that order, and dried
10. customthe solvent was evaporated under a reduced pressure
11. customThe residue was purified by column chromatography (silica gel, toluene/hexane)