HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 16641127, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Bromophenol | HCID 7244 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 16641127 | HCID 16641127 | 97% |
Reaction Steps
Powdered potassium carbonate (3.84 g, 27.8 mmol) is added to a stirred solution of 2-bromophenol (3.20 g, 18.5 mmol) and methyl bromoacetate (3.11 g, 20.3 mmol) in anhydrous DMF (20 mL). The resultant mixture is stirred at ambient temperature under nitrogen for 16 hours. Water (140 mL) and EtOAc (120 mL) are added to the mixture and the two-layered solution is stirred vigorously for 3 minutes. The organic layer is separated, dried over MgSO4, filtered and concentrated. The crude product is chromatographed oh silica (gradient 2-8% EtOAc in hexane) to give 4.39 g (17.9 mmol, 97% yield) of the title compound. EIMS: m/z 244 (M+, 79Br), 246 (M+, 81Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07414063B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-eeed5c0621db49b69d58d031465924b8 |
| Source note | uspto-grants-2008_08 |