Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-cyclopropylphenol | HCID 10986277 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67289107 | HCID 67289107 | — |
Reaction Steps
Diisopropylethylamine (77.6 mL) and chloromethyl methyl ether (33.7 mL) were added to a solution of 4-cyclopropylphenol (24.0 g) in methylene chloride (250 mL) to form a reaction solution. This reaction solution was stirred for 15 minutes under ice cooling, and then left overnight at normal temperature. Water was added to the reaction solution, and the reaction solution was extracted with ethyl acetate. The extract was washed with a 1 mol/L sodium hydroxide aqueous solution, water and saturated brine in that order, and then dried over anhydrous sodium sulfate. The anhydrous sodium sulfate was removed by filtration, and then the solvent was removed by distillation under reduced pressure to obtain the target product (27.6 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08993543B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-72f687b098f048b3beded5332eed8b82 |
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| Source note | uspto-grants-2015_03 |
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