HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670719Generated: November 1, 2026
Citric Acid → 3-(2-Bromo-6-ethoxy-4-formylphenoxymethyl)-benzoic acid methyl ester
https://huagongshe.com/reaction/1670719
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-(bromomethyl)benzoate | HCID 517981 | — |
| Reactant | 3-Bromo-5-ethoxy-4-hydroxybenzaldehyde | HCID 612496 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-Bromo-6-ethoxy-4-formylphenoxymethyl)-benzoic acid methyl ester | HCID 86624408 | — |
Reaction Steps
3-Bromomethylbenzoic acid methyl ester (0.77 g), K2CO3 (1.0 g) and a catalytic amount of n-Bu4NI were added to a solution of 5-bromo-3-ethoxy-4-hydroxybenzaldehyde (0.75 g) in 10 mL DMF and the reaction mixture was stirred at 70° C. for 1 h. A solution of 3% citric acid in water was added and the reaction mixture was extracted with ethyl acetate. The organic phases were washed with water and brine, dried over MgSO4 and concentrated. The title compound was obtained after flash column chromatography (silica gel, heptane/ethyl acetate (1/4, v/v), Rf=0.25).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994189B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-5ad6e7ba929e47ae901675011fb6676b |
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| Source note | uspto-grants-2011_08 |
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