HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-Bromo-3-(2-methoxyethoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromophenol | HCID 11563 | — |
| Reactant | 2-Chloroethyl methyl ether | HCID 12316 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Bromo-3-(2-methoxyethoxy)benzene | HCID 18379608 | 79.1% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 3-bromophenol (5 g, 28.9 mmol), 1-chloro-2-methoxyethane (3.77 g, 40 mmol) and K2CO3 (12.63 g, 0.178 mol) in DMF (90 mL) was stirred at 100° C. for 4.5 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue is taken up in 100 ml of tert-butyl methyl ether, and the organic phase was washed once each with 50 ml of 1 N NaOH, 50 ml of water and 50 ml of brine. The organic layer was dried with sodium sulphate, filtered and concentrated to give 1-bromo-3-(2-methoxyethoxy)benzene (5.28 g, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450308B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-2bfe30e5e6064167a23ea5882de212a2 |
| Source note | uspto-grants-2013_05 |