HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604741Generated: October 25, 2026
Boron trifluoride etherate → 1-Bromo-4-chloro-5-(4-ethoxybenzyl)-2-methoxybenzene
https://huagongshe.com/reaction/604741
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | (5-Bromo-2-chloro-6-methoxyphenyl)(4-ethoxyphenyl)methanone | HCID 67069096 | — |
| Solvent | Acetonitrile chloroform | HCID 22555007 | — |
| Product | 1-Bromo-4-chloro-5-(4-ethoxybenzyl)-2-methoxybenzene | HCID 67069105 | 102.5% |
Reaction Steps
Then, Et3SiH (1.62 mL, 10.1 mmol) and BF3.Et2O (0.772 mL, 6.09 mmol) were added sequentially to a chloroform-acetonitrile (1:1; 16 mL) solution of (5-bromo-2-chloro-6-methoxyphenyl)(4-ethoxyphenyl)methanone (1.50 g, 4.06 mmol) at −5° C. The reaction mixture was warmed to room temperature and stirred for 16 hours. After the reaction mixture was added with a saturated sodium carbonate aqueous solution and extracted with chloroform, the organic layer was washed with brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=20:1) to obtain a colorless oily title compound (1.48 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07910619B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-b52cbb492d474c209d8263430bfad604 |
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| Source note | uspto-grants-2011_03 |
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