HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622770Generated: November 1, 2026
N,N-Dimethylglycine → 1-Bromo-4-(4-methylphenoxy)benzene
https://huagongshe.com/reaction/1622770
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-Dimethylglycine | HCID 673 | — |
| Reactant | P-Cresol | HCID 2879 | — |
| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | 1-Bromo-4-(4-methylphenoxy)benzene | HCID 22186298 | 65% |
Reaction Steps
A mixture of 4-methylphenol (30.0 g), 1,4-dibromobenzene (54.5 g), copper (I) iodide (4.40 g), potassium carbonate (5.11 g) and N,N-dimethylglycine (2.86 g) in DMF (300 mL) was stirred at 100° C. under N2 for 18 hr. The mixture was diluted with sat. NH4Cl aq. at 0° C. and extracted with EtOAc. The organic layer was separated, washed with sat. NH4Cl aq., 1N NaOH aq. and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with hexane) to give the title compound (39.5 g) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778934B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-f9e2fc420efd45c481ca96ac2ccf6875 |
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| Source note | uspto-grants-2014_07 |
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