HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434576Generated: October 31, 2026
Methyl 3-bromo-4-ethylbenzoate → HCID 57935767, compound
https://huagongshe.com/reaction/1434576
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 3-bromo-4-ethylbenzoate | HCID 13877473 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 57935767 | HCID 57935767 | 48.8% |
Reaction Steps
Methyl 3-bromo-4-ethyl-benzoate (D44) (5 g) in NMP (180 mL) was treated with copper (I) cyanide (3.69 g). The mixture was then heated at reflux for 5 h, under argon. After cooling to 20° C. the reaction mixture was diluted with water, then filtered through kieselguhr, washing well with water and EtOAc. The organic layer was washed with water, brine and dried over MgSO4. The solvent was evaporated to dryness in vacuo and the residue was purified by chromatography on silica eluting with EtOAc-Hexane (1:9) to give the title compound (1.9 g) 1H NMR (CDCl3) δ 1.33 (3H, t), 2.94 (2H, q), 3.94 (3H, s), 7.43 (1H, d), 8.17 (1H, dd), 8.28 (1H, d).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07615550B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-c03fb10769df4fdc886e65121664c9c9 |
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| Source note | uspto-grants-2009_11 |
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