HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861000Generated: October 25, 2026
1,3-Dibromobenzene → 1-(3-Bromo-phenyl)-3-hydroxy-3-methyl-butan-2-one
https://huagongshe.com/reaction/861000
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,3-Dibromobenzene | HCID 7927 | — |
| Reactant | 3-Hydroxy-3-methyl-2-butanone | HCID 8261 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | 1-(3-Bromo-phenyl)-3-hydroxy-3-methyl-butan-2-one | HCID 69374151 | — |
Reaction Steps
A mixture of 1,3-dibromobenzene (1.0 eq.), 3-hydroxy-3-methyl-butan-2-one (1.0 eq.), Pd2(dba)3 (0.02 eq.), xantphos (0.04 eq.) and t-BuONa (1.1 eq.) in THF (0.15M) was stirred at 60° C. for 2 h, poured in saturated aqueous NH4Cl and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (Hex:EtOAc; 7:3) afforded the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07153968B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-341157c5382d465799e3515ab65a2bd0 |
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| Source note | uspto-grants-2006_12 |
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