HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Cyclobutyl-2-(methoxymethoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Cyclobutylphenol | HCID 12806307 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Cyclobutyl-2-(methoxymethoxy)benzene | HCID 68109062 | — |
Reaction Steps
2-cyclobutylphenol (871 mg) was dissolved in N,N-dimethylformamide (5 mL), and 60% sodium hydride (1.30 g) was added to the solution at 0° C. After stirring the mixture for 30 minutes, chloromethyl methyl ether (2.1 mL) was added and the mixture was stirred for 14 hours. Water was added to the reaction solution, and then the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1) to obtain the title compound (1.13 g) as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367843B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-6716d0dcbe154a4c90dd842f9a91bb64 |
| Source note | uspto-grants-2013_02 |