Methyl iodide → HCID 68451539, compound

Temperature

0 °C

The product (4.63 g) obtained by the reaction in 2) was dissolved in tetrahydrofuran (50 ml), potassium bis(trimethylsilyl)amide (0.5N toluene solution, 80 ml) was added to the solution at −78° C. After stirring at same temperature for 10 minutes, methyl iodide (2.93 ml) was added. After heating the mixture to 0° C., it was stirred for 1 hour, quenched with a saturated aqueous solution of ammonium chloride and then diluted with diethyl ether. An organic layer was separated, washed with saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4) to obtain the title compound (3.7 g).

1. stirringit was stirred for 1 hour
2. customquenched with a saturated aqueous solution of ammonium chloride
3. additiondiluted with diethyl ether
4. customAn organic layer was separated
5. washwashed with saturated aqueous solution of sodium chloride
6. dry with materialdried over anhydrous magnesium sulfate
7. distillationThe solvent was distilled off under reduced pressure
8. customthe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4)

ORD record

ord-c99280222df1474092fee38c491a8924

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07365205B2