HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108885Generated: October 31, 2026
Benzyl Bromide → Methyl 3-(benzyloxy)-4-methoxybenzoate
https://huagongshe.com/reaction/2108885
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl Vanillate | HCID 19844 | — |
| Reactant | Methyl 3-hydroxy-4-methoxybenzoate | HCID 4056967 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-(benzyloxy)-4-methoxybenzoate | HCID 4171221 | — |
| Product | Methyl 4-(benzyloxy)-3-methoxybenzoate | HCID 5059267 | — |
Reaction Steps
To a solution of methyl vanillate or methyl isovanillate (7.29 g, 40 mmol) in dimethylformamide (25 mL), potassium carbonate (8.29 g, 60 mmol) and benzyl bromide (5.26 mL, 44 mmol) were added. The mixture was heated to 100° C. for 3 h. After cooling to r.t., water was added and the product was extracted several times with ethyl acetate. The combined organic phases were washed with water and brine. After drying over Na2SO4, the solvent was removed to yield methyl 4-benzyloxy-3-methoxybenzoate or methyl 3-benzyloxy-4-methoxybenzoate, respectively, quantitatively, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07514460B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-ddab9e05afdd475297bedf707f315db0 |
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| Source note | uspto-grants-2009_04 |
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