Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methacrolein | HCID 6562 | — |
| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69470120 | HCID 69470120 | — |
Reaction Steps
To a cold (−78° C.) solution of 1,4-dibromobenzene 1 (42.4 mmol, 10 g) in THF (60 mL) was added butyl lithium(42.4 mmol, 2.5 M in hexane). The mixture was stirred at −78° C. for 1 h. 2-methylpropenal (42.4 mmol, 2.97 g) was added. The mixture was stirred at −78° C. for 1 h. NH4Cl was added. The mixture was extracted with EtOAc. The organic extract was washed with brine, dried and concentrated to an oil. Chromatography (5-15% EtOAc/hexane) gave the desired alcohol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07279478B2 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-1e9e5256e8bf4be7abf7d0bfe371666e |
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| Source note | uspto-grants-2007_10 |
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