HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29296Generated: October 28, 2026
Sodium ethoxide → 5-Bromo-3-methyl-1-benzofuran-2-carboxylic acid
https://huagongshe.com/reaction/29296
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Ethyl 2-(2-acetyl-4-bromophenoxy)acetate | HCID 19261366 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Bromo-3-methyl-1-benzofuran-2-carboxylic acid | HCID 2388828 | 72% |
Reaction Steps
A mixture of (2-acetyl-4-bromo-phenoxy)-acetic acid ethyl ester (2.87 g, 9.5 mmol, 1 eq) and sodium ethoxide (0.65 g, 9.5 mmol, 1 eq) in 100 mL of ethanol under nitrogen was heated to 75° C. for 3 h. After work up followed by column chromatography (20% MeOH/dichloromethane), 5-bromo-3-methyl-benzofuran-2-carboxylic acid was obtained in 72% yield (1.74 g). 1H NMR (400 MHz, CD3OD) δ ppm 2.5 (s, 3 H) 7.5 (d, J=8.8 Hz, 1 H) 7.6 (m, 1 H) 7.9 (d, J=2.0 Hz, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07420001B2 |
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| Source dataset | uspto-grants-2008_09 |
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| ORD ID | ord-33e25d7ac0304028809c3e0467e63793 |
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| Source note | uspto-grants-2008_09 |
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