HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Bromo-4-[2-(methoxymethoxy)ethyl]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | 2-(4-Bromophenyl)ethanol | HCID 72851 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Bromo-4-[2-(methoxymethoxy)ethyl]benzene | HCID 15509403 | — |
Reaction Steps
To a solution of 2-(4-bromophenyl)ethanol (1.0 g) and diisopropylethylamine (1.3 mL) in dichloromethane (5 mL) was added chloromethyl methyl ether (0.75 mL), and the mixture was stirred at room temperature for 2 hours. To the reaction mixture was added water, and the organic layer was separated and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=15/1–10/1) to give 1-bromo-4-[2-(methoxymethyloxy)ethyl]-benzene (1.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129381B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-614deb62bd5d4988b30a80d8d63c5b81 |
| Source note | uspto-grants-2006_10 |