Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 20154117 | HCID 20154117 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Product | HCID 22940193 | HCID 22940193 | 82.4% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07608563B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-e99be850d8894226a4f9f3e3389f3574 |
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| Source note | uspto-grants-2009_10 |
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