Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyl hydroperoxide | HCID 6410 | — |
| Reactant | 1-Bromo-2,4-difluorobenzene | HCID 67674 | — |
| Reactant | Lithium diisopropylamine | HCID 45051747 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Bromo-2,6-difluorophenol | HCID 18371110 | — |
Reaction Steps
A quantity of 40.2 ml of 2.0 M lithium diisopropylamine (LDA) is dissolved in 80 ml of THF at −78° C. and 15.4 g of 2,4-difluorobromobenzene is added keeping the temperature below −65° C. The reaction is stirred at −65° C. for 2 hours and 6.6 ml of 6 M anhydrous t-butyl hydroperoxide is added. After warming to room temperature, 100 ml of water is added and the mixture acidified. The solvent is removed by evaporation and the aqueous layer extracted with ether. The extracts are dried and then concentrated to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06329391B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-847e2b3bea43477ba921678c0cc8c1b3 |
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| Source note | uspto-grants-2001_12 |
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