Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-hydroxy-5-methoxybenzoate | HCID 13941268 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 89464203 | HCID 89464203 | 44.2% |
Reaction Steps
To a solution of methyl 3-hydroxy-5-methoxybenzoate (1.82 g, 10 mmol) and 2-bromoethanol (2.5 g, 20 mmol) in CH3CN (20 ml) was added K2CO3 (4.2 g, 0.03 mol) and the reaction mixture was heated to 80° C. overnight. After to cooling to room temperature, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The obtained residue was purified using normal phase chromatography eluting with petroleum ether and increasing amounts of ethyl acetate to give compound methyl 3-(2-hydroxyethoxy)-5-methoxybenzoate (1.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08993757B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-48ddd5f1a1884a278f90d093c9838034 |
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| Source note | uspto-grants-2015_03 |
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