HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450498Generated: October 31, 2026
Sodium Carbonate → Methyl 4-bromo-5-(2,4-dichlorophenyl)-3-methoxythio-phene-2-carboxylate
https://huagongshe.com/reaction/450498
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2,4-Dichlorophenyl)boronic acid | HCID 2734659 | — |
| Reactant | Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate | HCID 2808414 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 4-bromo-5-(2,4-dichlorophenyl)-3-methoxythio-phene-2-carboxylate | HCID 67502528 | 47.1% |
Reaction Steps
16.60 g of (2,4-dichlorophenyl)boronic acid and then, dropwise, 87 ml of a 2M solution of Na2CO3 are added to a solution of 28.70 g of the compound of step A) in 110 ml of toluene. Argon is sparged into the reaction mixture for 30 minutes, 5.03 g of tetrakis are then added and the mixture is heated at 110° C. for 18 hours. After cooling to AT, 80 ml of distilled water are added to the reaction mixture, extraction is carried out with 80 ml of EtOAc, drying is carried out over Na2SO4 and the solvent is evaporated off under vacuum. The reaction crude is purified by silica gel chromatography, elution being carried out with heptane and then with a heptane/EtOAc mixture (85/15; v/v). 16.21 g of the expected compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486971B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-ba9c01f3100049a6899c8726b0ce7e2d |
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| Source note | uspto-grants-2013_07 |
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