HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895612Generated: October 31, 2026
Water → 1-Bromo-3-[2-(4-diethylcarbamoylbenzyl)phenoxy]propane
https://huagongshe.com/reaction/895612
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(4-Diethylcarbamoylbenzyl)phenol | HCID 22380718 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Bromo-3-[2-(4-diethylcarbamoylbenzyl)phenoxy]propane | HCID 12050395 | 69% |
Reaction Steps
2-(4-Diethylcarbamoylbenzyl)phenol (100 mg) was dissolved in tetrahydrofuran (2 ml), added with sodium hydride (60%, in oil, 21 mg) and stirred at 60° C. for 1.5 hours. The reaction mixture was added with 1,3-dibromopropane (0.18 ml) and stirred at the same temperature for 3 hours. After the reaction mixture was added with water (10 ml) and the layers were separated, the aqueous layer was extracted with dichloromethane (10 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=3:1) to obtain 99 mg of the title compound. Yield: 69%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06916822B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-799802a6badc43e7b58bc9bab0040e96 |
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| Source note | uspto-grants-2005_07 |
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