HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-(benzyloxy)-5-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-hydroxy-5-methoxybenzoate | HCID 13941268 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-(benzyloxy)-5-methoxybenzoate | HCID 12658782 | 99.2% |
Reaction Steps
To a solution of methyl 3-hydroxy-5-methoxybenzoate (6.00 g) in DMF (50 mL) were added benzyl bromide (6.20 g) and potassium carbonate (5.50 g), and the mixture was stirred at room temperature for 15 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (8.90 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b336e5e2b5704c5dafa88ad171091a0d |
| Source note | uspto-grants-2015_11 |