Water → HCID 22940193, compound

In chloroform (12 mL) was dissolved 304 mg (2.05 mmol) of 2-methoxy-1-methyl-3-vinylbenzene, 5 mL (63 mmol) of 50% aqueous sodium hydroxide solution was added dropwise to the solution, then, 59.9 mg (0.263 mmol) of benzyl(triethyl)ammonium chloride was added to the mixture, and the resulting mixture was stirred at room temperature overnight. The reaction mixture was poured into water, and extracted with chloroform. The organic layer was successively washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off and the obtained residue was purified by preparative thin-layer chromatography (available from MERCK CO., 1.05744, 3 plates were used, developed by hexane:ethyl acetate=4:1) to obtain 390 mg (1.69 mmol, Yield: 82.4%) of 1-(2,2-dichlorocyclopropyl)-2-methoxy-3-methylbenzene.

1. additionwas added dropwise to the solution
2. extractionextracted with chloroform
3. washThe organic layer was successively washed with water and brine
4. dry with materialdried over anhydrous magnesium sulfate
5. distillationThe solvent was distilled off
6. customthe obtained residue was purified by preparative thin-layer chromatography (available from MERCK CO., 1.05744, 3 plates were used, developed by hexane:ethyl acetate=4:1)

ORD record

ord-99dc665c5b95433eb26de11aedf81567

Source dataset

uspto-grants-2011_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07964531B2