Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl Vanillate | HCID 19844 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 43532237 | HCID 43532237 | — |
Reaction Steps
To a solution of methyl 4-hydroxy-3-methoxy-benzoate (2.0 g, 11 mmol) in acetone (330 mL) was added K2CO3 (6.1 g, 44 mmol) followed by 1,2-dibromoethane (6.2 g, 2.8 mL, 33 mmol). The mixture was stirred for 2 d at 75° C. The mixture was cooled to ambient temperature and the solids were removed by filtration. The filtrate was concentrated and the residue was purified by column chromatography (10-25% ethyl acetate/hexanes) to give methyl 4-(2-bromoethoxy)-3-methoxybenzoate. ESI-MS m/z calc. 288.0. found 289.1 (M+1)+; Retention time: 1.47 minutes (3 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598164B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-63d29a46ce5b4957af85176166caf601 |
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| Source note | uspto-grants-2013_12 |
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