Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(4-Hydroxybenzyl)pyrazole | HCID 133412 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21833679 | HCID 21833679 | 47.3% |
Reaction Steps
To a mixture of 15 g of 4-(1-pyrazolyl)methylphenol, 32.4 g of 1,2-dibromoethane and 150 ml of water was added dropwise 30 ml of an aqueous solution of 4.1 g of sodium hydroxide while stirring under heating at reflux over 2 hours. Then, after heating at reflux under stirring for further 30 minutes, the reaction mixture was poured into 200 ml of ice water, which was extracted twice with 100 ml of diethyl ether. The organic layers were combined, washed with 5N aqueous sodium hydroxide solution, water and then saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, which afforded 11.44 g of 2-[4-(l-pyrazolyl)methylphenoxy]ethyl bromide as white crystals. Yield, 47%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05972949 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-7915e4f4fef449f08c29c693ae3d5f3e |
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| Source note | uspto-grants-1999_10 |
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