Potassium Iodide → HCID 23157476, compound

To a solution of 2,3,5-trimethylphenol (3.0 g, 22.0 mmol), potassium carbonate (3.65 g, 26.4 mmol) and potassium iodide (0.55 g, 3.3 mmol) in N,N-dimethylformamide (50 mL) was added 2-chloroethyl ethyl ether (3.59 g, 33.3 mmol) under stirring at room temperature, and the mixture was stirred at 70° C. for 24 hr. To the reaction mixture were added reagents (potassium carbonate, potassium iodide and 2-chloroethyl ethyl ether) in the same amount as mentioned above, and the mixture was further stirred at 70° C. for 24 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=49/1-hexane/ethyl acetate=4/1) to give the title compound (4.1 g, yield 90%) as a colorless oil.

1. stirringthe mixture was stirred at 70° C. for 24 hr
2. stirringwas further stirred at 70° C. for 24 hr
3. washwashed successively with water and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=49/1-hexane/ethyl acetate=4/1)

ORD record

ord-bfacabfd2af642d683a3047d77eb73ab

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07786165B2